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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486996Generated: November 3, 2026

Methanol → Methyl azetidine-3-carboxylate hydrochloride

https://huagongshe.com/reaction/1486996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant3-azetidinecarboxylic AcidHCID 93192—
ProductMethyl azetidine-3-carboxylate hydrochlorideHCID 2110004090%

Reaction Conditions

Temperature5 °C

Reaction Steps

A suspension of azetidine-3-carboxylic acid (1 g, 9.8 mmol) in MeOH (10 mL) was cooled to 5° C. Thionyl chloride (5.83 g, 49.45 mmol) was added dropwise maintaining the reaction temperature below 30° C. The mixture was then heated to 65° C. for 10-12 h. The reaction mixture was concentrated under reduced pressure to yield methyl azetidine-3-carboxylate hydrochloride as viscous brown oil (1.3 g, 90%), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428490B2
Source datasetuspto-grants-2016_08
ORD IDord-510bdd32a9034157ab5a413ae3f7ecf9
Source noteuspto-grants-2016_08