Acetyl chloride → HCID 86755136, compound

To a solution of 10.0 g of (2S, 3S) 2-hydroxy-3-amino-3-phenylpropionamide in 100 ml of methanol was slowly added 16 ml of acetyl chloride at 0° C. The reaction mixture was refluxed for 20 h then cooled to room temperature and filtered to remove the ammonium chloride salt. The filtrate was concentrated to one third of its original volume and diluted with 150 ml of ether. The precipitated salt was filtered off and washed with 100 ml of ether to give 10.6 g of methyl (2S, 3S) 2-hydroxy-3-amino-3-phenylpropionate hydrochloride as a colorless solid.

1. customat 0° C
2. temperatureThe reaction mixture was refluxed for 20 h
3. filtrationfiltered
4. customto remove the ammonium chloride salt
5. concentrationThe filtrate was concentrated to one third of its original volume
6. additiondiluted with 150 ml of ether
7. filtrationThe precipitated salt was filtered off
8. washwashed with 100 ml of ether

ORD record

ord-205eee58b90447dfbd15de4efdedb1a5

Source dataset

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06025516