Ethyl Acetate → HCID 178468180, compound

Participants

Reaction Conditions

Reaction Steps

Methylmagnesium chloride (3M solution in tetrahydrofuran, 31 mg, 0.41 mmol, 2.2 eq) is added at −10° C. to a stirred solution of [trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid benzyl ester (60 mg, 0.19 mmol, 1.0 eq) in tetrahydrofuran (5 mL). After 3 hours stirring at −10° C., solvent is evaporated and the residue is extracted with ethyl acetate (3×10 mL) and a saturated ammonium chloride aqueous solution (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a residue that is purified by column chromatography (silica gel, eluent: petroleum ether:ethyl acetate, 2:1, v/v) to afford (trans-4-acetyl-cyclohexyl)-carbamic acid benzyl ester as a white solid (20 mg, 39% yield).

Provenance & Evidence