Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404944Generated: October 30, 2026

Hydrochloric Acid → HCID 10488616, compound

https://huagongshe.com/reaction/404944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiphenyl carbonateHCID 7597—
ReactantHCID 67179101HCID 67179101—
SolventAcetonitrileHCID 6342—
ProductHCID 10488616HCID 10488616—

Reaction Steps

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. Next, 813 mg (2 mmol) of tetrabutylammonium phenylalanine salt and 15 mL of acetonitrile were dropped to the solution, and then the mixture was stirred for 15 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-alanine was obtained. An isolation amount and an isolation yield were 445.0 mg and 78%, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748650B2
Source datasetuspto-grants-2014_06
ORD IDord-93a5641605134ff5a83198a3b550c9fd
Source noteuspto-grants-2014_06