Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reactions of α-Halo Carbonyl Compounds with Grignard Reagents. I
Reactions of Ethyl Chloroacetate
Teiichi ANDO
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1959 Volume 17 Issue 6 Pages 339-344

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Abstract
It has been shown that ethyl chloroacetate reacts with two equivalents of phenyl-, ρ-methoxyphenyl-, ρ-tolyl-, ρ-fluorophenyl-, and ρ-chlorophenylmagnesium bromides to yield the corresponding desoxybenzoins, and that it reacts with three equivalents of phenylmagnesium bromide to yield 1, 2, 2-triphenylethanol, while the other four Grignard reagents afford the corresponding 1, 1, 2-triarylethanols or-ethylenes. It has also been shown that neither isobutyraldehyde nor methy lethyl ketone is formed in the reaction of ethyl chloroacetate with two equivalents of methylmagnesium iodide.
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© The Society of Syhthetic Organic Chemistry, Japan
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