Methanol → HCID 43498457, compound

Participants

Reaction Steps

To a solution of diastereomerically pure 2-(3-bromophenyl)-4-((R)-1-phenylethyl)-[1,4]oxazepane (8.92 g, 24.8 mmol) in 1,2-dichloroethane (42 ml) was added 1-chloroethyl chloroformate (8.85 g, 61.9 mmol) at room temperature. The mixture was refluxed for 5 hours and cooled to room temperature. After methanol (20 ml) was added, the solution was refluxed for another 5 hours. The mixture was concentrated under reduced pressure to afford the crude product. This crude product was washed with ether, dried under reduced pressure to yield 2-(3-bromophenyl)-[1,4]oxazepane as white solid (7.05 g, 97%). An analytical sample for X-ray was obtained by crystallization from ethanol, and the absolute configuration of this compound was found to be the (R)-configuration by a method using a Flack parameter. The absolute configuration was determined by X-ray crystallography of a sample crystallized from ethanol.

Provenance & Evidence