Reactions of Sodium Methoxide with 2-Alkyl-2, 3-dichloroaldehydes. II. Methacrolein Dichloride

S SEARLES Jr, R LIEPINS…

Index: Searles,S. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 36 - 40

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Abstract

Reaction of 2, 3dichloro-2-methylpropanal (methacrolein dichloride) with sodium methoxide in methanol gave 1, ldimethoxy-2, 3-epoxy-Zmethylpropsne (epoxymethwrolein dimethyl acetal, IIc) in 7040% yield, whereas in dry ether the product is 3-chloro-Zmethoxy- Zmethylpropanal. In methanol this aldehyde appears to form a relatively stable hemiacetal, thought to be the intermediate in the formation of IIc. The mechanism of the reaction in ...