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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785614Generated: October 31, 2026

Water → HCID 68425957, compound

https://huagongshe.com/reaction/1785614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-Methoxyphenylacetyl chlorideHCID 2734688—
Reactant(2R)-2-Amino-2-(4-methoxyphenyl)acetamideHCID 45158935—
SolventDimethylformamideHCID 6228—
ProductHCID 68425957HCID 6842595789%

Reaction Steps

A solution of (R)-2-amino-2-(4-methoxyphenyl)acetamide (200 g, 1.11 mol), triethylamine (124 g, 1.22 mol) in dimethylformamide (2 L) is cooled to 5° C. in an ice bath and (4-methoxyphenyl)acetyl chloride (225 g, 187 mL, 1.22 mol) is added dropwise at a rate which maintains the temperature in a range from 5° C. to 7° C. After 1.5 hours the additional stirring in the cold, the reaction solution is transferred to a vessel containing water (12 L). The solid which forms upon standing is collected and rinsed several times with water. The material collected is dried to a constant weight affording 323.9 g (89% yield) of the desired product. Analysis by chiral HPLC indicates 98.6% enantiomeric purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504517B2
Source datasetuspto-grants-2009_03
ORD IDord-cd20c2f31fb0433fb0efbb3a90109058
Source noteuspto-grants-2009_03