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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275829Generated: October 25, 2026

Ethyl Acetate → 2-Amino-5-chloro-alpha-(3-tert-butoxycarbonylaminomethylphenyl)benzyl alcohol

https://huagongshe.com/reaction/275829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
Reactant2-Amino-3'-tert-butoxycarbonylaminomethyl-5-chlorobenzophenoneHCID 18315360—
SolventMethanolHCID 887—
Product2-Amino-5-chloro-alpha-(3-tert-butoxycarbonylaminomethylphenyl)benzyl alcoholHCID 5435886598%

Reaction Steps

To a solution of 2-amino-3′-tert-butoxycarbonylaminomethyl-5-chlorobenzophenone (7 g) in methanol (70 ml) was added sodium borohydride (1.1 g), and the mixture was stirred for 30 minutes at room temperature. To the reaction mixture was added acetic acid ethyl ester (100 ml). The mixture was washed with water and dried over anhydrous MgSO4, followed by distilling off the solvent. The residue was purified by means of a silica gel column chromatography to give the object 2-amino-5-chloro-α-(3-tert-butoxycarbonylaminomethylphenyl)benzyl alcohol (6.9 g) as a colorless oily compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352982B1
Source datasetuspto-grants-2002_03
ORD IDord-d91460066bc045f193de812fd0b65b43
Source noteuspto-grants-2002_03