Acetic Acid → HCID 57090268, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 571 mg (2 mmol) of N-phenoxycarbonyl-L-phenylalanine, 360 mg (6 mmol) of acetic acid, and 20 mL of acetonitrile were loaded into a two-necked round bottom flask having a volume of 100 mL and mounted with a Dimroth condenser, and then the mixture was stirred at 80° C. for 29 hours. The fact that N-carboxy-phenylalanine anhydride was obtained in a yield of 99% or more was confirmed by subjecting the reaction mixture to NMR determination. After the reaction mixture had been cooled to room temperature, 2 mL of a 1M aqueous solution of hydrochloric acid and 2,400 mg of activated carbon were added to the resultant, and then the mixture was stirred for 1 hour. The activated carbon was removed by filtration, and then the resultant filtrate was concentrated under reduced pressure. Thus, N-carboxy-phenylalanine anhydride was obtained. An isolation amount and an isolation yield were 302.5 mg and 78%, respectively.

Provenance & Evidence