Ethanol → HCID 71183993, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl (1SR,2SR)-2-(cyanomethyl)-1-(3-nitrophenyl)cyclopropylcarbamate (intermediate B9a) (2.1 g, 7.63 mmol, Eq: 1.00) in ethanol (40 ml) was added dropwise thionyl chloride (13.6 g, 8.35 ml, 114 mmol, Eq: 15) ant the light brown solution was stirred at 80° C. for 1 hour. Poured cautiously into sat NaHCO3 solution, extracted with dichloromethane, washed the organic layer with brine and dried over Na2SO4. Removal of the solvent in vacuum left the ethyl 2-((1SR,2SR)-2-(methoxycarbonylamino)-2-(3-nitrophenyl)cyclopropyl)acetate (2.54 g, 7.49 mmol, 98.1% yield) as a light brown oil. MS (ISP): m/z=323.2 [(M+H)+].

Provenance & Evidence