Aluminium lithium hydride → HCID 15650612, compound

(4aR,8aS)-Octahydro-2,3-quinoxalinedione (4.67 g, 27.8 mmol) was added portion wise to 1M LAH (111 mL, 111 mmol) in diethyl ether (30 mL). The reaction was allowed to heated to reflux and stirred at reflux for 4 h. After cooling to room temperature, the reaction was quenched by the sequential addition of H2O (4.2 mL), 15% NaOH (4.2 mL), and H2O (12.6 mL). The mixture was stirred for 0.5 h, and the solids were filtered off and washed with excess EtOAc. The combined filtrates were concentrated under reduced pressure to provide (4aR,8aS)-decahydroquinoxaline as a white solid (3.6 g, 92%). LCMS: (M+H)+: 141.1.

1. temperatureto heated
2. temperatureto reflux
3. temperatureat reflux for 4 h
4. customthe reaction was quenched by the sequential addition of H2O (4.2 mL), 15% NaOH (4.2 mL), and H2O (12.6 mL)
5. stirringThe mixture was stirred for 0.5 h
6. filtrationthe solids were filtered off
7. washwashed with excess EtOAc
8. concentrationThe combined filtrates were concentrated under reduced pressure

ORD record

ord-7956d0962de64dd98cd45edd0bf176ee

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07893056B2