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Alkyl with alcoholates

A variety of other carbon nucleophiles have been alkylated with alcohols including malonate esters, nitroaUcanes, ketonitriles [119, 120], barbituric acid [121], cyanoesters [122], arylacetonitriles [123], 4-hydroxycoumarins [124], oxi-ndoles [125], methylpyrimidines [126], indoles [127], and esters [128]. Selected examples are given in Scheme 35. Thus, benzyl alcohol 15 could be alkylated with nitroethane 147, 1,3-dimethylbarbituric acid 148, phenylacetonitrile 149, methyl-pyrimidine 150, and even f-butyl acetate 151 to give the corresponding alkylated products 152-156. [Pg.102]

The alkylation with alcohols and amines can lead to alkyl derivatives or a-hydroxy and a-aminoalkyl derivatives according to the nature of the heteroaromatic base and the reaction conditions. The intermediate products in both cases are, however, the a-hydroxy and a-aminoalkyl dihydro derivatives, which can be aromatized by disproportionation or oxidation, while the loss of water or ammonia leads to the alkyl derivatives (Scheme 7). [Pg.146]

Alkylation with Alcohols. Alkylation of aromatic hydrocarbons with alcohols86 151153 in the presence of protic catalysts yields the products expected from typical electrophilic alkylation ... [Pg.244]

An interesting example of alkylation with alcohols is the selective transformation of isomeric phenylpropanols under appropriate reaction conditions 199... [Pg.245]

Acidic clay catalysts can also be used in alkylation with alcohols 98 The main advantages of these catalysts are the reduced amount necessary to carry out alkylation compared with conventional Friedel-Crafts halides, possible regeneration, and good yields. Natural montmorillonite (K10 clay) doped with transition metal cations was shown to be an effective catalyst 200... [Pg.245]

Trost, B. M. McEachem, E. J. Toste, F. D. A two-component catalyst system for asymmetric allylic alkylations with alcohol pronucleophiles./. Am. Chem. Soc. 1998, 120, 12702-12703. [Pg.139]

Aminothiazole, with acetaldehyde, 42 to 2-mercaptothiazoie, 370 4-Aminothiazole-2,5-diphenyl, to 2,5 di-phenyl-A-2-thiazoline-4-one, 421 Ammothiazoie-A -oxide, 118 2-Aminothiazoles. 12 acidity of, 90 and acrylophenone, 42 acylations of, with acetic acid. 53 with acetic anhydride, 52 with acyl halides, 48 with chloracetyl chloride, 49 with-y-chlorobutyrylchloride, 50 with 0-chloropropionylchloride, 50 with esters, 53 with ethy acrylate, 54 with indoiyl derivatives, 48 with malonic esters, 55 with malonyl chloride, 49 with oxalyl chloride, 50 with sodium acetate, 52 with unsaturated acyl chloride, 49 additions to double bonds, 40 with aldehydes, 98 alkylations, with alcohols, 38 with benzyhydryl chloride, 34 with benzyl chloride, 80 with chloracetic acid, 33 with chloracetic esters, 33 with 2-chloropropionic acid, 32 with dialkylaminoalkyl halides, 33 with dimethylaminoethylchloride, 35 with ethylene oxide, 34, 38... [Pg.289]

Alkylation with Alcohols, Ethers, Esters, Epoxides and Lactones 309... [Pg.293]

Alkylations. Meldrum s acid undergoes C-alkylation with alcohols by the... [Pg.413]

It was well known from the literature that aniUnes can be mono- or di-alkylated with alcohols in presence of acidic catalysts. However, preliminary experiments on several solid acidic catalysts in the vapor-phase gave complex mixtures of the desired product (NAA), as well as N-methyl-, N-dimethyl-, N-propyl- and N-isopropyl-M L4 as by-products. These can be explained by cleavage of the ether group of MOIP followed by reaction of the fragments with MEA. All atten Jts to improve the selectivity of this acid catalyzed alkylation Med. Therefore, the reductive alkylation route was chosen for further investigations. [Pg.19]

Figure 5. Proposed mechanism for the N-alkylation with alcohols and ethers. Figure 5. Proposed mechanism for the N-alkylation with alcohols and ethers.

See other pages where Alkyl with alcoholates is mentioned: [Pg.483]    [Pg.137]    [Pg.155]    [Pg.708]    [Pg.341]    [Pg.535]    [Pg.264]    [Pg.382]    [Pg.560]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.317]    [Pg.155]    [Pg.103]    [Pg.247]    [Pg.496]    [Pg.707]    [Pg.697]    [Pg.294]    [Pg.311]    [Pg.327]    [Pg.328]    [Pg.329]    [Pg.950]    [Pg.1227]    [Pg.230]   
See also in sourсe #XX -- [ Pg.225 , Pg.226 , Pg.227 , Pg.228 , Pg.229 , Pg.230 ]




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Alcohol conversion to alkyl halides with

Alcohols alkylated

Alcohols alkylation

Alcohols reaction with alkyl halides

Aldehydes alkylation with alcohols

Aldehydes, reductive alkylation with alcohols

Alkyl alcohols

Alkyl groups alcohol reactions with hydrogen halides

Alkyl hahde reaction with alcohols

Alkyl halides Compounds with halogen from alcohols

Alkyl halides alcohol reactions with hydrogen

Alkyl halides, from alcohols nitrile alkylation with

Alkylation of Active Methylene Compounds with Alcohols

Alkylation of Amines with Alcohols

Alkylation of Ketones with Alcohols

Alkylation of aromatics with alcohol

Alkylation with 1-butyl alcohol

Alkylation with Alcohols and Cyclic Ethers

Alkylation with alcohol

Alkylation with alcohol

Alkylation with alcohols and derivatives

Alkylation, mechanism with alcohols

Alkylation, mechanism with allyl alcohol

Alkylations, with alcohols

Alkylations, with alcohols

Alkylations, with alcohols rate constants

Allyl alcohol, alkylation with

Amines, alkylation with alcohols

Benzyl alcohol alkylation with

Benzylic alcohols alkylation with

Compounds alkylation with alcohol

Conversion of Alcohols to Alkyl Halides with HX

Conversion of Alcohols to Alkyl Halides with SOCI2 and PBr

Friedel Crafts alkylation with alcohols

Friedel-Crafts alkylations with alcohols

Halides, alkyl, reaction with amino-alcohols

Hydrogen bromide reaction with alkyl alcohols

Imides, alkylation with alcohols

Iridium-Catalyzed Alkylation of Alcohols with Amines

Isopropyl alcohol, alkylation with

Methyl alcohol alkylation with

N-Alkylation of Amines with Alcohols

Neopentyl alcohol, alkylation with

Oxidation unsaturated alcohols with alkyl

Secondary alcohols conversion to alkyl halides with

Sulfonamides, alkylation with alcohols

Tertiary alcohols alkylation with

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