Triethylamine → HCID 22253674, compound

To a stirring mixture of 2-(2-bromo-propionylamino)-2-methyl-propionic acid (50.0 g; 0.21 mol), triethylamine (23.37 g; 0.23 mol) and 150 mL acetone, cooled with an ice bath, was added a solution of ethyl chloroformate (25.07 g; 0.23 mol) in 40 mL acetone over a period of 10 minutes. The reaction mixture was then allowed to warm to room temperature and was stirred for 2 hours. The mixture was then filtered, and the solid was washed with 150 mL ether. The combined filtrate was concentrated under vacuum. Ether (100 mL) was added to the residue, and the mixture was filtered. After removal of the solvent under vacuum, the filtrate residue was distilled under reduced pressure (63-64° C.; 1 mmHg) to give 34.73 g (75%) of a colorless oil.

1. temperaturecooled with an ice bath
2. filtrationThe mixture was then filtered
3. washthe solid was washed with 150 mL ether
4. concentrationThe combined filtrate was concentrated under vacuum
5. additionEther (100 mL) was added to the residue
6. filtrationthe mixture was filtered
7. customAfter removal of the solvent under vacuum
8. distillationthe filtrate residue was distilled under reduced pressure (63-64° C.; 1 mmHg)

ORD record

ord-28ef0a4faf8c426b9f68996cb26bc645

Source dataset

uspto-grants-2004_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06753391B1