Sodium Bicarbonate → HCID 58947962, compound

Temperature

0 °C

A solution of amine hydrochloride 1200-D (520 mg) in 40 mL of dichloromethane was treated with 20 mL of aqueous saturated sodium bicarbonate solution and stirred vigorously for 10 min at 0° C. Stirring was stopped and layers were allowed to separate. Phosgene (10 mL of 20% solution in toluene) was added to the organic layer (lower layer) in one portion. The mixture was vigorously stirred immediately after addition for 10 min at 0° C. and further stirred at room temp for 3 h. The mixture was diluted with 100 mL of dichloromethane and layers were separated. The organic layer was washed with 50 mL of cold aqueous saturated sodium bicarbonate solution and dried over magnesium sulfate. The organic layer was filtered and diluted with 15 mL of toluene. The resulting solution was concentrated under reduced pressure and the product 1200-E was maintained as a 0.2M solution.

1. stirringStirring
2. customto separate
3. additionPhosgene (10 mL of 20% solution in toluene) was added to the organic layer (lower layer) in one portion
4. stirringThe mixture was vigorously stirred immediately
5. additionafter addition for 10 min at 0° C.
6. stirringfurther stirred at room temp for 3 h
7. additionThe mixture was diluted with 100 mL of dichloromethane and layers
8. customwere separated
9. washThe organic layer was washed with 50 mL of cold aqueous saturated sodium bicarbonate solution
10. dry with materialdried over magnesium sulfate
11. filtrationThe organic layer was filtered
12. additiondiluted with 15 mL of toluene
13. concentrationThe resulting solution was concentrated under reduced pressure
14. temperaturethe product 1200-E was maintained as a 0.2M solution

ORD record

ord-2c628f6bd0454db99010382641ffa855

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07816326B2