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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69570Generated: October 30, 2026

Methanol → methyl (1R,3S)-3-aminocyclopentane-1-carboxylate hydrochloride

https://huagongshe.com/reaction/69570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant49805-32-5HCID 1502035—
Productmethyl (1R,3S)-3-aminocyclopentane-1-carboxylate hydrochlorideHCID 57463822—

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of (1R,3S)-3-aminocyclopentanecarboxylic acid (500 mg, 3.8 mmol) in methanol (10 mL) was stirred at 0° C. and thionyl chloride (1.40 mL, 19.3 mmol) was added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The resulting clear solution was evaporated, azeotroped with methanol (2×5 mL), air-dried and the title compound obtained as a white powder (680 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822507B2
Source datasetuspto-grants-2014_09
ORD IDord-d39f81c18613469f9bdbfc146480288b
Source noteuspto-grants-2014_09