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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 719667Generated: October 25, 2026

Methanol → Penicillamine methyl ester

https://huagongshe.com/reaction/719667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantL-PenicillamineHCID 92863—
ProductPenicillamine methyl esterHCID 153004100%

Reaction Steps

To a methanol (18 mL, 1.14 M) solution containing L-penicillamine (3.0 g, 20.11 mmol, 1.0 eq) was added thionyl chloride (1.5 mL, 20.7 mmol, 1.03 eq). The resulting mixture was heated to reflux for 18 hr and the solvent removed in vacuo. The resulting clear semi-solid was used in the next step without further purification. Isolated 3.28 g (20.1 mmol, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07132443B2
Source datasetuspto-grants-2006_11
ORD IDord-bd5e1b8e45af41ca92ca3e05f5afe5be
Source noteuspto-grants-2006_11