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Grignard reaction/reagent

Reaction of Phenylmagnesium Bromide with Methyi Benzoate [Pg.649]

The principal organic products present after the aqueous work-up are the desired triphenylmethanol (11), benzene from any unreacted 5, and biphenyl (8). Fortunately, it is possible to separate 11 and 8 easily owing to their relative solubilities in nonpolar hydrocarbon solvents. Biphenyl is considerably more soluble in cyclohexane than is triphenylmethanol, so recrystallization of the crude product mixture gives pure triphenylmethanol. [Pg.650]

After the addition of the Grignard reagent to carbon dioxide is complete, the excess dry ice is allowed to evaporate, and the mixture is acidified. Extraction of the aqueous mixture with diethyl ether then gives a solution containing benzoic acid, benzophenone, triphenylmethanol, benzene, and biphenyl. The benzoic acid is readily separated from the neutral side products in the crude mixture by extracting the solution with dilute aqueous sodium hydroxide, whereby benzoic acid is converted to its water-soluble sodium salt the neutral by-products remain in the organic layer. Acidification of the aqueous layer regenerates the benzoic acid, which can be purified by recrystallization. [Pg.650]

The reaction of 1-butylmagnesium bromide (7, Eq. 19.5) with 2-methylpropanal (13) provides an excellent example of the Grignard synthesis of secondary alcohols (Eq. 19.13). In this reaction, the Grignard reagent 7 adds to 2-methylpropanal to give the magnesium salt of 2-methyl-3-heptanol, and the alcohol 14 may be isolated after acidification of the mixture. This transformation is found in Part C of the following experimental procedures. [Pg.651]


Strictly speaking the alkyl halides are esters of the halogen acids, but since they enter into many reactions (t.g., formation of Grignard reagents, reaction with potassium cyanide to yield nitriles, etc.) which cannot be brought about by the other eaters, the alkyl halides are usually distinguished from the esters of the other inorganic acids. The preparation of a number of these is described below. [Pg.302]

The alcohol intermediate happens to be the exact kind of intermediate that was produced by the Grignard reagent reaction with propanal to produce isosafrole back-a-ways in the big chapter. So what the chemist does is apply the 1g of KHSO4 to that crude alcohol intermediate and process it just as was done before to give isosafrole, or propenylbenzene or 3,4-methylenedioxyphenyl -1-butene or phenylbutene (yield=91% ). This is a great little procedure. [Pg.246]

Adition of Grignard reagents. Reaction of 2,3-O-isopropylidene-D-ribose (62) with ethynyl magnesium bromide gives l,2-dideoxy-4,5-0-iso-propylidene-D-a//o-hept-l-ynitol (63), which is then converted into its 7-O-trityl ether (64). Treatment of 64 with TsCl/pyridine provides 2,3-0-isopropylidene-5-0-trityl-a-D-ribofuranosylethyne (65) which upon deprotection affords derivative 66 (Scheme 22).89... [Pg.48]

In spite of its industrial use for many years, the commercial-scale production of Grignard reagents has not been extensively described. The only practically important method is the batch method described by Grignard in 1900, namely formation of the Grignard reagent, reaction with a substrate, followed by hydrolysis of the reaction mixture. [Pg.745]

T. D. Inch and G. J. Lewis, The synthesis of branched-chain, deoxysugars by sugar epoxide-Grignard reagent reactions, Carbohydr. Res., 15 (1970) 1-10. [Pg.185]

Answer A can be prepared via procedures 11 1 and JJ-2. Keeping in mind that since we must add carbon atoms during some stage or the synthesis and that tile Grignard reagent reaction will allow one to add carbons and yield an alcohol as tiic product, let us use procedure II-2. [Pg.88]

Table 21 Stability of DCPH Toward Alkyl Halide and Grignard Reagent Reaction of Bromooctane with Magnesium in the Presence of DCPH... Table 21 Stability of DCPH Toward Alkyl Halide and Grignard Reagent Reaction of Bromooctane with Magnesium in the Presence of DCPH...
But apart from unexpected side reactions, various well-known competing reactions, such as reduction, conjugated addition, and enolization reactions, may well hinder the studies of mechanistic aspects of Grignard reagent reactions. In view of all such unknown factors, it may not come as a surprise that in one of the latest publications on some mechanistic aspects of Grignard reagent addition reactions, in the Journal of Organic Chemistry, the authors started their report with the remark that... [Pg.221]

This chapter will focus on the nucleophilic addition reactions of transition metal vinylidenes and allyl complexes with Grignard reagents. Reactions with transition metal vinylidenes will be discussed initially, and then a brief review of allyl complexes with Grignard reagents will conclude the chapter. The synthesis and some general reactions of these vinylidene and allyl complexes will be presented. A more detailed description of the chemistry of these metal complexes can be found in the literature [1]. [Pg.397]


See other pages where Grignard reaction/reagent is mentioned: [Pg.394]    [Pg.156]    [Pg.134]    [Pg.1200]    [Pg.112]    [Pg.59]    [Pg.113]    [Pg.385]    [Pg.394]    [Pg.385]    [Pg.47]    [Pg.104]    [Pg.5]    [Pg.325]    [Pg.781]    [Pg.385]    [Pg.759]   
See also in sourсe #XX -- [ Pg.250 , Pg.251 , Pg.252 , Pg.253 , Pg.254 ]

See also in sourсe #XX -- [ Pg.241 ]

See also in sourсe #XX -- [ Pg.250 , Pg.251 , Pg.252 , Pg.253 , Pg.254 ]

See also in sourсe #XX -- [ Pg.22 , Pg.59 , Pg.60 , Pg.99 , Pg.215 ]

See also in sourсe #XX -- [ Pg.3 , Pg.4 ]

See also in sourсe #XX -- [ Pg.335 , Pg.336 , Pg.337 , Pg.338 , Pg.339 , Pg.340 ]




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1.2- Dithiol-3-ones reaction with Grignard reagents

1.2.4- Triazines reaction with Grignard reagents

2- Cyclohexenone reactions with Grignard reagents

7- -6,7-dihydro reaction with Grignard reagents

Acetylenic Grignard reagents, reactions with

Acid chloride, alcohols from reaction with Grignard reagents

Acid derivatives reaction with Grignard reagents

Addition reactions functionalized Grignard reagents

Addition reactions of Grignard reagents

Adenosine, 8-bromocoupling reactions with Grignard reagents

Alcohols from Reaction of Carbonyl Compounds with Grignard Reagents

Aldehydes reaction with Grignard reagents

Aldehydes, reaction with allylic Grignard reagents

Alkenes reaction with Grignard reagents

Alkyl halides, reaction with indole Grignard reagents

Alkynes reaction with Grignard reagents

Allenes, bromocoupling reactions alkyl Grignard reagents

Allenyl halides, reactions with Grignard reagents

Allyl halides, reaction with Grignard reagents

Amide, sodium reaction with Grignard reagents

Amides reaction with Grignard reagents

Amines allylic, reaction with Grignard reagents

Amino ethers reaction with Grignard reagents

Arsinates reactions with Grignard reagents

Azine Grignard reagents, reactions

Azlactones reaction with Grignard reagents

Basicity reaction with Grignard reagents

Benzophenone reaction with Grignard reagents

Benzophenones, reactions with Grignard reagents

Benzothiazole, 2-chlorocoupling reactions with Grignard reagents

Carbamates reaction with Grignard reagents

Carbamates, vinylogous reaction with Grignard reagents

Carbon dioxide reaction with Grignard reagents

Carbonyl compounds, reactions with organolithiums or Grignard reagents

Carboxylic acids by reaction of Grignard reagent with

Carboxylic acids ester reaction with Grignard reagents

Carboxylic derivs., reactions Grignard reagents

Conjugate addition reactions of Grignard reagents

Conjugate addition, copper-catalyzed reactions Grignard reagents

Conjugated compounds, reaction with Grignard reagents

Coupling reactions Grignard reagents/cobalt salts

Coupling reactions Grignard reagents/copper salts

Coupling reactions Grignard reagents/iron salts

Coupling reactions Grignard reagents/palladium complexes

Cross-Coupling reactions, transition-metal-catalyzed Grignard reagents

Cross-coupling reactions alkyl halides with Grignard reagents

Cyclobutanone reaction with Grignard reagent

Dimethyl sulfate, reaction with Grignard reagents

Diones, reactions with Grignard reagents

Electrophilic reactions Grignard reagents

Epoxide reaction with Grignard reagents

Epoxides reaction with Grignard reagents

Epoxides vinylic, reaction with Grignard reagents

Esters reaction with Grignard reagents

Ethanol, 2-bromoacetate reaction with aryl Grignard reagents

Ethers allylic, reaction with Grignard reagents

Ethers propargylic, reaction with Grignard reagents

Ethers, a-halo reaction with aryl Grignard reagents

Ethyl benzoate reaction with Grignard reagents

Ethyl formate reaction with Grignard reagents

Ethylene oxide, reaction with Grignard reagents

Ethylene, 1,1-dichlorocoupling reactions with alkyl Grignard reagents

Ethylene, 1,2-dichlorocoupling reactions with vinylic Grignard reagents

Ethylene, l-bromo-2-phenylthiocoupling reaction with alkyl Grignard reagents

Ethylene, l-bromo-2-phenylthiocoupling reaction with secondary alkyl Grignard reagents

Formaldehyde reaction with Grignard reagents

Formamides reaction with Grignard reagents

Formic acid reaction with Grignard reagents

Grignard reaction, effective reagent

Grignard reagent cadmium halide reaction with

Grignard reagent metal compound reaction with

Grignard reagent metal halide reaction with

Grignard reagent reaction with carboxylic acids

Grignard reagent reaction with oxetanes

Grignard reagent zinc halide reaction with

Grignard reagents Suzuki reaction

Grignard reagents aryl-alkenyl reactions

Grignard reagents asymmetric reactions

Grignard reagents carbonyl compound reactions

Grignard reagents conjugate addition reactions

Grignard reagents coupling reaction

Grignard reagents coupling reaction with bromobenzene

Grignard reagents coupling reactions with alkyl halides

Grignard reagents cross-coupling reactions

Grignard reagents enantioselective reactions

Grignard reagents fragmentation reaction

Grignard reagents nucleophilic addition reactions

Grignard reagents picolyl, reactions with

Grignard reagents pyridyl, reactions with

Grignard reagents pyrrole, reactions with electrophiles

Grignard reagents reaction mechanism

Grignard reagents reaction mechanism, with

Grignard reagents reaction with a-alkoxy acyclic ketones

Grignard reagents reaction with acetals

Grignard reagents reaction with acetone

Grignard reagents reaction with acid

Grignard reagents reaction with acyl chlorides to form

Grignard reagents reaction with acyl halides

Grignard reagents reaction with alcohols

Grignard reagents reaction with allylic epoxides

Grignard reagents reaction with amides or nitriles to form

Grignard reagents reaction with anhydrides

Grignard reagents reaction with aryl oxazolines

Grignard reagents reaction with aziridines

Grignard reagents reaction with bromohydrins

Grignard reagents reaction with cadmium chloride

Grignard reagents reaction with carbonyl compounds

Grignard reagents reaction with diazonium salts

Grignard reagents reaction with dithioesters

Grignard reagents reaction with esters to form tertiary

Grignard reagents reaction with ethyl orthoformate

Grignard reagents reaction with imines

Grignard reagents reaction with iminium salts

Grignard reagents reaction with iodine

Grignard reagents reaction with isocyanates

Grignard reagents reaction with isothiocyanates

Grignard reagents reaction with ketals

Grignard reagents reaction with ketones

Grignard reagents reaction with oxiranes

Grignard reagents reactions with electrophiles

Grignard reagents side reactions

Grignard reagents thienyl, reactions

Grignard reagents, Mannich reactions

Grignard reagents, addition reactions

Grignard reagents, addition reactions esters

Grignard reagents, addition reactions nitriles

Grignard reagents, alkyl reaction with cyclohexanone

Grignard reagents, benzyl, reaction with

Grignard reagents, benzyl, reaction with sulfoxides

Grignard reagents, bonding diastereoselective reactions

Grignard reagents, reaction with acid chlorides

Grignard reagents, reaction with acyl chlorides

Grignard reagents, reaction with alkyl halides

Grignard reagents, reaction with enol-ketones

Grignard reagents, reaction with imides

Grignard reagents, reaction with lactams

Grignard reagents, reaction with lactones

Grignard reagents, reaction with sulfonium

Grignard reagents, reaction with sulfoxides

Grignard reagents, reaction with water

Grignard reagents, reaction-!-alkynes

Grignard reagents, reactions copper-catalyzed

Grignard reagents, reactions nickel-catalysed

Grignard reagents, reactions palladium-catalysed

Grignard reagents, reactions with alkenyl halides

Grignard reagents, reactions with aryl halides

Grignard reagents, reactions with pyridines

Grignard reagents, reactions with pyrimidines

Grignard reagents, reactions with silanes

Grignard reagents, redistribution reactions

Grignard reagents, the Kharasch reaction

Indole Grignard reagents reactions

Iron-catalyzed reactions Grignard reagents

Isocyanides reactions with Grignard reagents

Isoquinoline, 2-chlorocoupling reactions with Grignard reagents

Ketones addition reaction with Grignard reagents

Ketones, reaction with allylic Grignard reagents

Ketones, reaction with indole Grignard reagents

Magnesium carbenoids Grignard reagent reactions

Magnesium, reaction with alkyl halides form Grignard reagents

Mechanism of the Grignard Reagent Formation Reaction

Mercury bromide, reaction with Grignard reagent

Methyl crotonate, reaction with »-butyl Grignard reagent and cuprous

Nitriles preparation reaction with Grignard reagents

Nitriles reaction with Grignard reagents

Organomagnesium compounds, reaction Grignard reagent, structure

Organozinc compounds reaction with Grignard reagents

Ortho esters, reactions with Grignard reagents

Orthoesters reaction with Grignard reagents

Oxalic acid reactions with Grignard reagents

Oxetane reaction with Grignard reagents

Oxirane reactions with Grignard reagents

Oxygen reaction with Grignard reagents

Peroxides reaction with Grignard reagents

Phenylacetylene reaction with Grignard reagents

Phosphites reaction with Grignard reagents

Purine, 6-chlorocoupling reactions with primary alkyl Grignard reagents

Purine, 6-methylthiocoupling reactions with primary alkyl Grignard reagents

Pyridinium salts reaction with Grignard reagents

Pyridyl sulfoxides reaction with Grignard reagents

Quinoline, 3-bromocoupling reactions with Grignard reagents

Quinoline, 8-hydroxyesters reaction with Grignard reagents

Quinones reaction with Grignard reagents

Radical Reaction Mediated by Grignard Reagents in the Presence of Transition Metal Catalyst

Radical Reactions Mediated by Grignard Reagents

Reaction of Grignard reagents with nitriles

Reaction of an Ester with a Grignard Reagent

Reaction of esters with Grignard reagents

Reaction with Grignard and organolithium reagents

Reaction with Grignard reagents

Reaction with butenyl Grignard reagent

Reactions of Alkyl Halides Grignard Reagents

Reactions of Epoxides with Grignard and Organolithium Reagents

Reactions of Grignard reagents

Rearrangements reaction with Grignard reagents

Reduction reactions with Grignard reagent

Silyl Grignard reagents reactions with

Sulfides, vinyl reaction with Grignard reagents

Sulfinyl chloride, reaction with Grignard reagents

Sulfonate esters reaction with Grignard reagents

Sulfonates reaction with Grignard reagents

Sulfones, vinyl reaction with Grignard reagents

Sulfonyl chlorides reactions with Grignard reagents

Sulfur reaction with Grignard reagents

The Kumada Reactions Nickel-Catalyzed Cross-Coupling with Grignard Reagents

Thebaine reaction with Grignard reagents

Thiophene 3- bromo-, reaction with Grignard reagents

Triethyl orthoformate, reaction with Grignard reagents

Trimethyl borate, reaction with Grignard reagents

Various Reactions of Grignard Reagents

Vinyl ethers, reaction with Grignard reagents

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