The Journal of Organic Chemistry

Sydnone compounds. 18. Schmidt reaction of 4-acetyl-3-arylsydnones

MY Yeh, HJ Tien, T Nonaka

Index: Yeh, Mou-Yung; Tien, Hsien-Ju; Nonaka, Tsutomu Journal of Organic Chemistry, 1983 , vol. 48, # 8 p. 1382 - 1384

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Citation Number: 16

Abstract

Unreacted D-mannitol (1) also present is readily removed as it is insoluble in methanol containing a little ethyl acetate, and addition of more ethyl acetate leads to crystallization of the monoacetal3. The net yield of 3 is significantly augmented by treating the mother liquors (containing a major proportion of diacetal 2) in ethyl acetate suspension with a trace of p- toluenesulfonic acid; this procedure converts 2 into the monoacetal3 and allows isolation ...