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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268931Generated: November 1, 2026

Morpholine → 4-(2-Propyn-1-yl)morpholine

https://huagongshe.com/reaction/2268931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantSodium CarbonateHCID 10340—
Reactantpropargyl mesylateHCID 305925—
SolventEthanolHCID 702—
Product4-(2-Propyn-1-yl)morpholineHCID 412941120.3%

Reaction Steps

A mixture of methanesulfonic acid prop-2-ynyl ester (3.44 g, 25.7 mmoles), prepared as described in example 136, morpholine (5.4 g) and Na2CO3 (3.3 g, 30.84 mmoles) in ethanol was stirred at room temperature for 6 hours. The solid was filtered off and the solution was concentrated and poured into water. The mixture was acidified with HCl, extracted with ethyl ether, alkalinised with NaHCO3 and extracted with ethyl acetate. The organic phase was anhydrified over Na2SO4 and dried to give 3.87 g of the title compound which was used as such in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329370B1
Source datasetuspto-grants-2001_12
ORD IDord-2c15b7b5c0314ac4b31d4f7f5d1e22d5
Source noteuspto-grants-2001_12