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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746340Generated: October 30, 2026

Methanol → methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride

https://huagongshe.com/reaction/1746340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantD-PhenylalanineHCID 71567—
SolventTolueneHCID 1140—
Productmethyl (2R)-2-amino-3-phenylpropanoate;hydrochlorideHCID 11481330—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a chilled solution of methanol (1000 ml), was charged thionyl chloride (100 ml, 1.361 moles) at 5° C.±3° C. under nitrogen atmosphere. D-Phenyl alanine (100 grams, 0.602 moles) was added at 5° C.±3° C. and further stirred for 30 minutes. The temperature was raised to 25° C. The reaction mass was further stirred for 12 hours and concentrated at 50° C. under reduced pressure to form a residue. The residue was stirred in toluene (500 ml). The solid was isolated by filtration, washed with toluene (2×500 ml) and dried at 50-55° C. under vacuum to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150499B2
Source datasetuspto-grants-2015_10
ORD IDord-5299383a0dfc47c19e4bc7d4cbb13361
Source noteuspto-grants-2015_10