Methanol → HCID 43498457, compound

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.

1. temperatureThe mixture was refluxed for 5 hours
2. temperaturethe solution was refluxed for another 5 hours
3. concentrationThe mixture was concentrated under reduced pressure
4. customto afford the crude product
5. washThis crude product was washed with ether
6. customdried under reduced pressure

ORD record

ord-c5619b4fab2b473f950911fc6547c506

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09108957B2