The Journal of Organic Chemistry

Nucleophilic vinylic substitution. The reaction of 3, 3-dichloro-2-substituted-acrylonitriles with sodium p-toluenesulfinate

J Sepiol, J Sepiol, RL Soulen

Index: Sepiol, Janusz J.; Sepiol, Jadwiga A.; Soulen, Robert L. Journal of Organic Chemistry, 1984 , vol. 49, p. 1125 - 1127

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Citation Number: 10

Abstract

carbonate Salts. In a typical procedure, a dry reaction flask was charged with 5.0 g (50 mmol) of freshly driedI5 potassium bicarbonate, 2.17 g (16.6 mmol) of benzyl chloride, 0.336 g (1.04 mmol) of tetra-n-butylammonium bromide, and 20 mL of dry DMAC. This mixture was immersed in an oil bath maintained at 115-125 OC. Progress of the reaction was monitored by gas chromatography until no further product formation was noted (usually 2-3 h). The ...