Methyl chloroformate → HCID 10338622, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of trans-3-(3-cyclopentoxy-4-methoxyphenyl)-4-methylcarbonyl-1-(phenylmethyl)pyrrolidine (703 mg, 1.78 mmol) in 3.5 mL of dichloroethane in a thick-walled glass sealable tube was added methyl chloroformate (336 mg, 3.56 mmol). The tube was sealed and the resulting solution was heated to 80° C. for 8 hr. After cooling to room temperature, the solution was concentrated. Silica gel chromatography of the residue (6:3:1, hexanes:ethyl acetate:CH2Cl2) provided trans-3-(3-cyclopentoxy-4-methoxyphenyl)-1-methoxycarbonyl-4-(methylcarbonyl)pyrrolidine as a viscous oil (350 mg, 54%). Anal. Calcd for C20H27NO5 : C, 66.46; H, 7.53; N, 3.88. Found: C, 66.24; H, 7.60; N, 3.79.

Provenance & Evidence