Methanol → HCID 12347985, compound

Participants

Reaction Steps

(S)-[1-(3-Methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (50.2 g, 210 mmol) in CH2Cl2 (500 mL) was cooled to −78° C. Boron tribromide (450 mL, 1.0M in CH2Cl2) was added slowly and the resulting mixture was warmed to room temperature and stirred for 3 h. The reaction mixture was again cooled to 0° C. and methanol (500 mL) was added slowly. The solvent was removed in vacuo, and the residue was purified by flash column chromatography on silica gel eluting with 5% MeOH in EtOAc to give the title product in quantitative yield.

Provenance & Evidence