2-Chloroethyl chloroformate → 5-chloro-3H-spiro[isobenzofuran-1,4'-piperidine]

Participants

Reaction Conditions

Reaction Steps

To a solution of 1′-benzyl-5-chloro-3H-spiro[2-benzofuran-1,4′-piperidine] (950 mg, 3.02 mmol) in dichloromethane (CH2Cl2) (6 mL) was added chloroethyl chloroformate (560.6 mg, 3.92 mmol) slowly at 0° C. After addition was complete the reaction mixture was kept on stirring at 0° C. for 25 min. The volatiles were removed in vacuo, the residue was dissolved in methanol (6 mL) and kept at reflux for 40 min. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (0-5% methanol in dichloromethane, 0.2% ammonium hydroxide, NH4OH) to give the titled compound (300 mg) and 1′-benzyl-5-chloro-3H-spiro[2-benzofuran-1,4′-piperidin] was recovered (320 mg).

Provenance & Evidence