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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053810Generated: November 3, 2026

Methanol → 4-Hydroxy-L-proline methyl ester hydrochloride

https://huagongshe.com/reaction/1053810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 11205991HCID 11205991—
Product4-Hydroxy-L-proline methyl ester hydrochlorideHCID 1143531992%

Reaction Steps

To a solution of (2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid hydrochloride (1.0 g, 7.6 mmol) in methanol (25 mL) at 0° C. was added thionyl chloride (0.83 mL, 11.4 mmol). The reaction was warmed to room temperature and heated at reflux overnight. After cooling to room temperature, the reaction mixture was concentrated to dryness to give the title compound (1.2 g, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394250B2
Source datasetuspto-grants-2016_07
ORD IDord-04467fc3a3054b50b0190a5624be67c7
Source noteuspto-grants-2016_07