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Tert-Butyl chloride reaction with lithium

There has been growing interest in the detailed structure and reaction chemistry of monomeric forms of two-coordinate derivatives of Ge , Sn and Pb" since the first examples were unequivocally established in 1980. Thus, treatment of the corresponding chlorides MCI2 with lithium di-tert-butyl phenoxide derivatives in thf affords a series of yellow (Ge , Sn ) and red (Pb ) compounds M(OAr)2 in high yield.The O-M-O bond angle in M(OC6H2Me-4-Bu2-2,6)2 was 92° for Ge and 89° for Sn. Similar reactions... [Pg.390]

The reaction of 2,3-bis( art-butylsulfanyl)cyclopropenethione (47) with lithium indenide in tet-rahydrofuran, followed by addition of tert-butyl chloride, proceeded to give the 5,6-disulfanyl-benzo[7)]calicene derivative 48, which was converted to the doubly cross-conjugated (1-cyclo-propenylideneinden-3-yl)cyclopropenylium derivative 49 by further reaction with l,2-bis(tc/ t-butylsulfanyl)-3,3-dichlorocyclopropene in the presence of iron(III) chloride and treatment with 70% perchloric acid. ... [Pg.3111]

Friedel-Crafts Reactions. Aluminum trifluoromethanesulfonate has been used for the Friedel-Crafts alkylation reaction of toluene with isopropyl and tert-butyl chlorides (eq 1), and for the acylation of benzene and toluene with acetyl and benzoyl chlorides in low to moderate yields. Intramolecular Friedel-Crafts acylation of an aromatic compound with Meldrum s acid has also been reported using catalytic amounts of Al(OTf)3. Acylation of 2-methoxynaphthalene with acetic anhydride has been reported using Al(OTf)3 and lithium perchlorate as an additive to afford the corresponding 6-acetylated adduct in 83% yield. Effective acylation of arenes with carboxylic acids has also been disclosed using polystyrene-supported Al(OTf)3. ... [Pg.25]

Larger chalcogen-phosphorus heterocycles, although less common in the literature, are accessible via a variety of synthetic routes.2,83,84 For example, the cyclic trimer (SPR)3 (R = 2,4,6-tri-tert-butylphenyl) contains a puckered six-membered P3S3 ring and is produced in the reaction of a phosphinic chloride with lithium sulfide (Equation 73).98 Additionally (R P)3Se5 (R = 2,4-di-tert-butyl-6-wopropoxyphenyl), synthesised from the oxidation of a primary phosphine with three equivalents of elemental selenium (Equation 74), has... [Pg.311]

The reactions of tri-ATZ-butylplumbyllithium with various phosphorus chlorides have been investigated. For example, reaction of the lithium compound with diphenylchlorophosphane afforded hexa-tert-butyldiplumbane and tetraphenyldiphosphane as the isolated products. Analogous reactions with -butyl-substituted phosphorus chlorides yielded (tri-A, 7-butylplumbyl)di- -butylphosphane or tri- z -butylplumbyl(amino)-, t -butylphosphane. These and other molecules were characterized by multinuclear magnetic resonance spectroscopic studies.24... [Pg.887]

The boronic acid ester B was synthesized by transesterification of the corresponding pinacolester A with (lR,2R)-l,2-dicyclohexyl-l,2-dihydroxyethane. Stereoselective chlorination of B was carried out with (dichloromethyl) lithium and zinc chloride. Reaction of the obtained chloroboronic ester C with lithio 1-decyne followed by oxidation of the intermediate D with alkaline hydrogen peroxide afforded the propargylic alcohol E. Treatment with acid to saponify the tert-butyl ester moiety and to achieve ring closure, produced lactone F. Finally, Lindlar-hydrogenation provided japonilure 70 in an excellent yield and high enantiomeric purity. [Pg.123]

Anhydrous samarium(III) chloride [Rare Earth Products, Johnson Matthey] (2.40 g, 9.40 mmol) is placed in a 200-mL Schlenk tube containing a magnetic stirring bar. Tetrahydrofuran (THF) (100 mL) is introduced via a cannula at 20 °C. The mixture is stirred at 20 °C for 2 h. Solid (2,6-di-tert-butylphenoxo)-lithium-diethyl etherate (8.13g, 28.4 mmol) is added to this slurry at 20 °C. A reflux condenser is then fitted to the Schlenk tube, and the reaction mixture is heated under reflux for 8 h. After h, the solid dissolves to yield a clear yellow-green solution. The solvent is removed at 25 °C and 10 torr, leaving a yellow-green solid, which is scraped from the sides of the Schlenk tube with a spatula and transferred to a sublimation tube. Sublimation at 255-260°C and 10 torr affords yellow crystals of tris(2,6-di-tert-butyl-phenoxo)samarium. Yield 4.46 g (62%). ... [Pg.166]

PHENYLETHYLENE (100-42-5) Forms explosive mixture with air (flash point 88°F/31°C). Unless inhibited (often with tert-butylcatechol) in adequate concentrations, polymerization may occur and container may explode. Polymerization can be caused by elevated temperatures above 151°F/66°C, oxidizers, butyl lithium, peroxides, UV light, or sunlight. Violent reaction with chlorosulfonic acid, strong oxidizers, sulfuric acid, xenon tetrafluoride. Incompatible with acids, rust, catalysts for vinyl polymerization, 2,5-dimethyl-2,5-di(tert-butylperoxy)hexane, peroxides, metal salts (e.g., aluminum chloride, copper chlorate, manganese nitrate, etc.). Corrodes copper and its alloys. Attacks some plastics, rubber, or coatings. Flow or agitation of substance may generate electrostatic... [Pg.967]

Isomerization is observed with higher alkyl halides, as in Friedel-Crafts reactions isopropylphosphonic dichloride is stated to be the sole product from n-propyl chloride,190,191 and terf-pentyl chloride undergoes C-C fission, yielding the tert-butyl acid.193 On reduction by lithium tetrahydroaluminate the phosphonic chloride formed from w-butyl chloride gives a primary phosphine that is shown by 31P-nuclear magnetic resonance to consist of n- and sec-butylphosphine in the proportions 5 95 and the product from n-octyl chloride was similarly shown to contain all four position isomers.194... [Pg.718]

The same metallacycle l,l-diphenyl-3,3-dicyclopentadienyl-l-phospha-3-luteto-in-dane is also isolated as a product of the reaction of tert-butyl lithium with triphenylmethylenephosphorane and dicyclopentadienyl lutetium chloride in tetra-hydrofuran at -78°C and as the product of the NaH reduction of (C5H5)2Lu(Cl)CH2P(CgH5)3 in toluene at — 15°C (Schumann and Reier, 1984a, b) ... [Pg.525]

The presence of a heterosubstituent facilitates deprotonation. For example, the metalation of cyclic vinyl ethers with n-butyl-lithium/potassium tert-butoxide bas been successfully employed in the synthesis of C-glycosides. This reaction proceeds via metalation of the glucal, followed by reaction with tributyltin chloride, to afford the corresponding tin derivative that can be submitted to transition metal-catalyzed cross-coupling reactions (eq 9). [Pg.167]

The aldehyde intermediate can be isolated if a less powerful reducing agent such as lithium tri-tert-butoxyaluminum hydride is used in place of LiAlH4. This reagent, which is obtained by reaction of LiAlH4 with 3 equivalents of lert-butyl alcohol, is particularly effective for carrying out the partial reduction of acid chlorides to aldehydes (Section 19.2). [Pg.861]


See other pages where Tert-Butyl chloride reaction with lithium is mentioned: [Pg.75]    [Pg.1171]    [Pg.331]    [Pg.5]    [Pg.10]    [Pg.467]    [Pg.259]    [Pg.853]    [Pg.970]    [Pg.971]    [Pg.1073]    [Pg.329]    [Pg.329]    [Pg.1094]    [Pg.1095]    [Pg.1096]    [Pg.1096]    [Pg.1096]    [Pg.1225]    [Pg.63]    [Pg.54]    [Pg.80]    [Pg.509]    [Pg.280]    [Pg.137]    [Pg.352]   
See also in sourсe #XX -- [ Pg.589 ]




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1- Butyl-3- chlorid

Butyl chloride

Butyl chloride, reaction

Butylated butyl chloride

Lithium butyl, reaction

Lithium chloride, reaction

Lithium, tert-butyl

Reaction with lithium

Reactions with butyl chloride

Tert chloride

Tert.-Butyl chloride

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