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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471051Generated: October 27, 2026

Methyl chloroformate → (s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

https://huagongshe.com/reaction/1471051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantSodium HydroxideHCID 14798—
ReactantL-PhenylglycineHCID 99291—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product(s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acidHCID 1426455951%

Reaction Steps

To a solution of (S)-2-amino-2-phenylacetic acid (0.5 g, 3.31 mmol) in dioxane at 0° C. was added NaOH (5.46 g, 10.92 mmol) followed by dropwise addition of methyl chloroformate (0.51 mL, 6.62 mmol) and the solution was warmed to room temperature with stirring over 1 h. Diluted with EtOAc, washed with 1 N HCl, brine, dried (Na2SO4), filtered and removed solvent in vacuo to give the title compound (0.35 g, 1.673 mmol, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006387B2
Source datasetuspto-grants-2015_04
ORD IDord-128ae61b2efe4ac882cad25c598a9e2c
Source noteuspto-grants-2015_04