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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650132Generated: October 25, 2026

Methanol → Methyl 3-Morpholinecarboxylate

https://huagongshe.com/reaction/1650132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantMorpholine-3-carboxylic acid hydrochlorideHCID 45790954—
ProductMethyl 3-MorpholinecarboxylateHCID 3286806—

Reaction Conditions

Temperature-20 °C

Reaction Steps

Morpholine-3-carboxylic acid hydrochloride (1.04 g) was dissolved in methanol (20 ml) and the solution cooled to -20° C. Thionyl chloride (1 ml) was added dropwise to the stirred reaction mixture such that the temperature did not rise above -10°. After the addition was complete the reaction mixture was stirred at room temperature for 16 h. The solvent was removed in vacuo and the resultant pale grey residue was partitioned between 2N Na2CO3 and dichloromethane. The organic phase was separated, dried, and the solvent was removed in vacuo to give the title compound as an oil (220 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923863
Source datasetuspto-grants-1990_05
ORD IDord-6ca88673f4a8479ba37ac558ea48ddd5
Source noteuspto-grants-1990_05