Methyl N-(triethylammoniosulfonyl)carbamate → (3,3,3-Trifluoro-1-nitroprop-1-enyl)cyclohexane

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-cyclohexyl-1,1,1-trifluoro-3-nitropropan-2-ol (2) (1.015 gm) and ([methoxycarbonylsulfamoyl]triethylammonium hydroxide, inner salt) (Burgess reagent) (2.2 gm) in benzene (10 mL) was heated to 70° C. for 1.5 hours. After cooling the reaction mixture to room temperature, the organic layer was decanted away from the solids and evaporated to dryness under reduced pressure. Purification of the crude product on silica gel chromatography (eluting with 2% ethyl acetate/hexane) gave (3,3,3-trifluoro-1-nitroprop-1-enyl)cyclohexane (0.62 gm, 66%).

Provenance & Evidence