1-Chloroethyl chloroformate → HCID 66800232, compound

1-chloroethyl chloroformate (229 μL, 2.10 mmol) was added to a methylene chloride (6.5 mL) solution of (4aS,8aS)-1-benzyl-4-(4-chlorophenyl)decahydroquinoxaline (0.650 g, 1.91 mmol) with ice-cooling and stirring. The mixture was stirred at room temperature for 15 hours, and the reaction mixture was then concentrated under reduced pressure. The obtained residue was dissolved in methanol (6.5 mL), and this solution was stirred for 1 hour under reflux. The solvent was distilled off from the reaction mixture. To the obtained residue, acetone (5 mL) was added, and the mixture was stirred. The deposited crystal was collected by filtration. The obtained crystal was washed with acetone (1 mL) and then dried to obtain (4aS,8aS)-1-(4-chlorophenyl)decahydroquinoxaline (253 mg, yield: 53%) in a white powder form.

1. temperaturecooling
2. stirringThe mixture was stirred at room temperature for 15 hours
3. concentrationthe reaction mixture was then concentrated under reduced pressure
4. dissolutionThe obtained residue was dissolved in methanol (6.5 mL)
5. stirringthis solution was stirred for 1 hour
6. temperatureunder reflux
7. distillationThe solvent was distilled off from the reaction mixture
8. additionTo the obtained residue, acetone (5 mL) was added
9. stirringthe mixture was stirred
10. filtrationThe deposited crystal was collected by filtration
11. washThe obtained crystal was washed with acetone (1 mL)
12. customdried

ORD record

ord-77e05e004c17415b8e5fa2fd9c36949e

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09090572B2