1-Chloroethyl chloroformate → (S)-2-(4-bromophenyl)morpholine hydrochloride

Participants

Reaction Steps

To a solution of (2S)-2-(4-bromophenyl)-4-((1R)-1-phenylethyl)morpholine (intermediate 13, 50.0 g, 144 mmol) in 1,2-dichloroethane (240 ml) was added 1-chloroethyl chloroformate (103 g, 722 mmol) at room temperature. The mixture was refluxed for 8 hours. The mixture was concentrated under reduced pressure and methanol (120 ml) was added. The mixture was refluxed for 3 hours, and was concentrated under reduced pressure to afford the crude product. This crude product was washed with acetone, dried under reduced pressure to afford (2S)-2-(4-bromophenyl)morpholine hydrochloride (intermediate 14, 37.6 g, 93%).

Provenance & Evidence