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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1941600Generated: October 26, 2026

Methanol → Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride

https://huagongshe.com/reaction/1941600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantCis-4-Hydroxy-D-ProlineHCID 440014—
ProductMethyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochlorideHCID 12764090113%

Reaction Steps

To a suspension of cis-4-hydroxy-D-proline (16.46 g: 125.5 mmole) in methanol (66 ml), thionylchloride (9.16 ml: 125.5 mmole) is added in a nitrogen atmosphere under ice cooling, and the mixture is stirred at room temperature for 30 minutes. The mixture is further stirred to react at 40° C. for 4 hours to give (2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride as crude crystals (25.74 g). Yield: 113%. Colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05703243
Source datasetuspto-grants-1997_12
ORD IDord-14a8ce6d2fba4752b0817baa0f370deb
Source noteuspto-grants-1997_12