Bulletin of the Chemical Society of Japan

A new synthesis of arylacetic esters starting from aromatic aldehyde by the use of methyl (methylthio) methyl sulfoxide

K Ogura, Y Ito, G Tsughihashi

Index: Ogura,K. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 2013 - 2022

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Citation Number: 52

Abstract

Methyl (methylthio) methyl sulfoxide was found to react with benzaldehyde in the presence of benzyl tri-methylammonium hydroxide (Triton B), sodium hydroxide, or potassium hydroxide, affording 1-(methylsulfinyl) 1-(methylthio)-2-phenylethylene. Treatment of this product with hydrogen chloride in an alcohol gave the corresponding alkyl phenylacetate in high yield. The whole reaction sequence provides a new method for synthesizing ...