Hydrochloric Acid → HCID 28377937, compound

Under a nitrogen atmosphere, 428 mg (2 mmol) of diphenyl carbonate and 5 mL of acetonitrile were loaded into a round bottom flask having a volume of 100 mL, and then the mixture was stirred at room temperature. A solution prepared by dissolving 935 mg (2 mmol) of butyltriphenylphosphonium methionine salt in 15 mL of acetonitrile was dropped to the solution, and then the mixture was stirred for 50 minutes. After that, a 1M aqueous HCl solution was added to the reaction solution to terminate the reaction, and then the resultant was concentrated with an evaporator. Next, water was added to the concentrated product, and then the resultant was extracted with ethyl acetate. The resultant organic layer was washed with water and brine, and was then dried with sodium sulfate. After that, the dried product was concentrated with an evaporator. Thus, a crude product was obtained. Next, the crude product was purified by column chromatography. Thus, N-phenoxycarbonyl-L-methionine was obtained. An isolation amount and an isolation yield were 441.5 mg and 82%, respectively.

1. customA solution prepared
2. additionwas dropped to the solution
3. stirringthe mixture was stirred for 50 minutes
4. customto terminate
5. customthe reaction
6. concentrationthe resultant was concentrated with an evaporator
7. additionNext, water was added to the concentrated product
8. extractionthe resultant was extracted with ethyl acetate
9. washThe resultant organic layer was washed with water and brine
10. dry with materialwas then dried with sodium sulfate
11. concentrationAfter that, the dried product was concentrated with an evaporator
12. customThus, a crude product was obtained
13. customNext, the crude product was purified by column chromatography

ORD record

ord-2a18fee551ab423cab5b0242fb00011e

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08748650B2