| Identification | Back Directory | [Name]
Ethyl 2-(Methyldiphenylsilyl)propanoate | [CAS]
77772-22-6 | [Synonyms]
Ethyl 2-(Methyldiphenylsilyl)propanoate
Propanoic acid, 2-(methyldiphenylsilyl)-, ethyl ester | [Molecular Formula]
C18H22O2Si | [MOL File]
77772-22-6.mol | [Molecular Weight]
298.45 |
| Hazard Information | Back Directory | [Uses]
Precursor to 1,1-disubstituted 1-propenes; reacts with primary Grignard reagents to give 2-(methyldiphenylsilyl)-3-
alkanones, which in turn lead to regioselectively derived methyldiphenylsilyl enol ethers or to 3-alkanones; reagent for the
synthesis of α-methyl-α,β-unsaturated esters. | [Preparation]
whereas the direct silylation of the lithium
enolate of an ester normally results in the formation of a mixture
of the α-silyl ester and the corresponding silyl ketene acetal, the
reaction of lithium ester enolates with methyldiphenylchlorosilane gives exclusively the α-methyldiphenylsilyl ester. This
direct C-silylation is the best general route to α-silyl esters. | [Precautions]
Ethyl 2-(Methyldiphenylsilyl)propanoate and other α-silyl carbonyl compounds are hydrolyzed under acidic or basic conditions to give the parent desilylated ester.
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