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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452760Generated: October 31, 2026

Dichloromethane → 5-Morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochloride

https://huagongshe.com/reaction/1452760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant5-((Morpholin-4-yl)methyl)furan-2-carboxylic acid hydrochlorideHCID 5331361—
CatalystDimethylformamideHCID 6228—
SolventThionyl ChlorideHCID 24386—
Product5-Morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochlorideHCID 8660014983%

Reaction Steps

A suspension of 5-morpholin-4-ylmethyl-furan-2-carboxylic acid hydrochloride in thionyl chloride with 2 drops of DMF was refluxed under N2 for 3 hours, then cooled to room temperature. Dry CH2Cl2 was added and solvents were evaporated in vacuo. The residue was triturated with dry CH2Cl2, and the resulting solid was filtered, washed with dry CH2Cl2 and dried in vacuo to give 373 mg (83% yield) of 5-morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochloride as a white solid. 1H-NMR (d6-DMSO) δ: 11.54 (broad s, 1H), 7.26 (d, 1H), 6.92 (d, 1H), 4.49 (s, 2H), 3.94 (m, 2H), 3.74 (m, 2H), 3.28 (m, 2H), 3.09 (broad s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473783B2
Source datasetuspto-grants-2009_01
ORD IDord-6242b48cce774f7db40312558493922e
Source noteuspto-grants-2009_01