J. Reid, R. Dufresne, J. Chapman
Apr 28, 2003
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Journal
Organic Syntheses
Abstract
Mesitylenesulfonylhydrazine, and (1α,2α,6β)-2,6-dimethylcyclohexanecarbonitrile and (1α,2β,6α)-2,6-dimethylcyclohexanecarbonitrile as a racemic mixture product: Mesitylenesulfonylhydrazine (1) intermediate: mesitylenesulfonyl chloride product: (1α,2α,6β)-2,6-Dimethylcyclohexanecarbonitrile and (1α,2β,6α)-2,6-Dimethylcyclohexanecarbonitrile (2) product: 4-tert-Butylcyclohexanecarbonitrile product: 4,4-Dimethylcyclohexanecarbonitrile product: 4-Isopropylcyclohexanecarbonitrile product: 2,3,3-Trimethylbutanenitrile product: 3,4,4-Trimethylcyclohexanecarbonitrile product: 3,3,5-Trimethylcyclohexanecarbonitrile product: 3-tert-Butylcyclopentanecarbonitrile product: 2,6-Dimethylcyclohexanecarbonitrile Keywords: addition, to CO; enamine or imine formation; reduction, miscellaneous; replacement reactions, halogen by amino; sulfonation, C-sulfonation; chlorosulfonic acid; hydrazine, toxicity; hydrogen chloride, disposal; hydrogen chloride, disposal; mesitylene, irritant; potassium cyanide; potassium cyanide, disposal; apparatus, for chlorosulfonation