101010-56-4Relevant articles and documents
Halogenated Epoxides. 9. Reaction of trans-2,3-Dichlorooxirane with Dimethyl Sulfide
Griesbaum, Karl,Scaria, Pallikaparampil M.,Doehling, Thomas
, p. 1302 - 1305 (2007/10/02)
Reaction of trans-2,3-dichlorooxirane (1) with dimethyl sulfide afforded in high yield dimethyl(1-chloro-2-hydroxyethenyl)sulfonium chloride (2a).The latter was converted into 1-chloro-2-methoxy-1-(methylthio)ethene (3b) and into 2-acetoxy-1-chloro-1-(methylthio)ethene (3c) by reaction with diazomethane and with ketene, respectively.Pyrolysis of 2a gave chloro(methylthio)acetaldehyde (4a) and dichloroacetaldehyde (6), along with a series of minor byproducts.