Ethyl alkyl ketone

Hydrocinnamic acid Aliphatic acid (3-Phenyl ethyl alkyl ketone... 

This arylation fails with methyl f-alkyl ketones or with ethyl alkyl ketones. 

Propyl ketone, butyrate ester Ethyl alkyl ketone Amine... 

The arylhydrazone 24 generally gives the 3-alkyl-2-methylindole 25 as major product. However, the indolization of ethyl methyl ketone has been reported to provide both 2,3-dimethyl indole and 2-ethyl indole. " ... 

Buu-Hoi has shown that n-alkyl methyl ketones excluding ethyl methyl ketone, yield primarily 2-monosubstituted cinchoninic acids. It has been demonstrated that the products of the condensation of isatin with aryloxyketones are the corresponding 3-aryloxy-4-quinoline carboxylic acids rather than the isomeric 2-aryloxymethylcinchoninic acids.In the case of simple a-alkoxyketones such as 1-alkoxyethyl methylketones, the preferred products are the 2-alkoxyalkylcinchoninic... 

The usual selectivities are observed, with aryl alkyl ketones and alkyl methyl ketones being reduced with high enantioselectivity (1 -> 2 and 3 -> 4)). That 5 is reduced to 6 with high , with the reducing enzymes differentiating between an ethyl and an -pentyl group, is even more impressive. 

Thiochrom-4-ones have also been prepared by the amine-promoted elimination of hydrogen halide from 3-haIothiochroman-4-ones,188 by the Puinmerer reaction on thiochroman-4-one S-oxides [Eq. (20)],98 from a ring expansion of activated benz[6]thiophenes [Eq. (21)],189 by the reaction of o-mercaptoaryl alkyl ketones with ethyl esters of... 

This substance was utilised by Claisen in 1905, for alkylating ketones and for preparing 1 3-diketones. Its action seems to bo quieter and more regular than that of sodium or sodium ethylate.28... 

The interactions of tellurium tetrachloride and aliphatic ketones in refluxing chloroform were investigated3. Reaction mixtures containing two mol of ketone per mol of tellurium tetrachloride yielded bis[2-oxo-l-alkyl] tellurium dichlorides (Vol. IX, p. 1060) from all alkyl methyl ketones investigated except ethyl methyl ketone. No tellurium dichlorides were isolated from analogous reactions with alkyl ethyl ketones or dipropyl ketones3. 

This two-step sequence can synthesize many alkylbenzenes that are impossible to make by direct alkylation. For example, we saw earlier that n-propylbenzene cannot be made by Friedel-Crafts alkylation. Benzene reacts with n-propyl chloride and AICI3 to give isopropylbenzene, together with some diisopropylbenzene. In the acylation, however, benzene reacts with propanoyl chloride and A1C13 to give ethyl phenyl ketone (propiophenone), which is easily reduced to n-propylbenzene. 

Z66. (a) EtCOPh + MVK (b) cyclohexanone and ethyl vinyl ketone (c) cyclohexanone and (CH3)2C=CHCOCH3. 2Z70. Alkylate with ... 

The reductive alkylation of /V-alkylarylamines and diarylamine with ketones to give tertiary amines has been investigated by Greenfield and Malz, Jr.42 with platinum metal sulfides that had been shown to be excellent catalysts for the reductive alkylation of primary arylamines with ketones37 (see eq. 6.15). Good conversions to tertiary amines were obtained with relatively unhindered secondary arylamines and less hindered ketones. The relative ease in the reductive alkylation of diarylamines with ketones was in the following order cyclohexanone > acetone > ethyl methyl ketone > isoamyl methyl ketone > isobutyl methyl ketone. For example, 58% of diphenylamine was converted to iV-alkyldiphenylamine with cyclohexanone over rhodium sulfide at 150°C and 3.4-5.5 MPa H2 (eq. 6.19), while with isobutyl methyl ketone, a conversion of only 28% was obtained even at 235°C with in the same reaction time. 

The combined action of lithium in liquid ammonia and carbon dioxide upon androst-4-en-3-one led to a synthesis of the /3-keto-ester (189), after esterification of the intermediate acid the reaction is one of reductive methoxycarbonyla-tion.82 Alkylation of the keto-ester (189) afforded a separable mixture of the 4/3-methyl steroid (190) as the major product (55%) and the corresponding 4a-methyl epimer. Reduction of the steroid (190) led to 4a-hydroxymethyl-4/3-methyl-5a-androstan-3/3-ol. Finally in this section, it has been noted that vinyl-magnesium bromide effects 1,4-addition to the a(3-unsaturated ketone 17/3-hydroxy-5a-androst-l-en-3-one to yield la-vinyl-5a-androstan-3-on-17/3-ol, which could be further reduced to the la-ethyl-3-ketone.83... 

In an industrial asymmetric synthesis en route to the antiinflammatory agent naproxen, the dimethyl L-tartrate acetals of ethyl aryl ketones are brominated in high yield and selectivity to give the corresponding a-bromo derivatives. Subsequent stereospecific Ag -promoted 1,2-aryl migration provides the 2-alkyl-2-arylacetic acid after hydrolysis of the tartrate auxiliary, which is recovered (e.g. eq 4). 

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