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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265166Generated: October 28, 2026

Methanol → Methyl 2-amino-3-(3,4-dichlorophenyl)propanoate hydrochloride

https://huagongshe.com/reaction/2265166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant(2S)-2-(((tert-butoxy)carbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acidHCID 2734501—
ProductMethyl 2-amino-3-(3,4-dichlorophenyl)propanoate hydrochlorideHCID 6877213899%

Reaction Steps

To a stirred solution of (S)-2-tert-butoxycarbonylamino-3-(3,4-dichloro-phenyl)-propionic acid (0.67 g, 2.00 mmol) in MeOH (13 mL) at 0° C. was added SOCl2 (0.29 mL, 4.00 mmol). The reaction mixture was allowed to stir and warm to rt overnight. The mixture was concentrated to provide the product as a white solid (0.56 g, 99%). 1H NMR (400 MHz, DMSO-d6): 8.66 (br s, 2H), 7.65-7.60 (m, 2H), 7.26 (dd, J=8.2, 1.9, 1H), 4.37 (br s, 1H), 3.72 (s, 3H), 3.18-3.14 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855292B2
Source datasetuspto-grants-2010_12
ORD IDord-811a41036288466cbe1e4b1961fdc74d
Source noteuspto-grants-2010_12