Diazomethane → Ethyl 1-(1-benzyloxycarbonyl-3-(R)-pyrrolidinyl)cyclopropanecarboxylate

Participants

Reaction Steps

To a mixture of 852 mg (2.8 mmol) of ethyl 2-(1-benzyloxycarbonyl-3-(R)-pyrrolidinyl)acrylate and 5 mg (0.02 mmol) of palladium acetate was added 100 ml of diethyl ether, followed by dropwise addition of a solution of excess (10 equivalents) diazomethane in diethyl ether while ice cooling. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the solvent was evaporated and the resulting residue was applied to a silica gel column chromatography to yield 890 mg (quantitative) of the title compound as an oily substance from the eluate of n-hexane:ethyl acetate=3:1.

Provenance & Evidence