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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2255376Generated: October 29, 2026

Chloroform → 4-(4-Chlorobutyl)-2,6-dimethylmorpholine hydrochloride

https://huagongshe.com/reaction/2255376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantThionyl ChlorideHCID 24386—
Reactant4-(4-Hydroxybutyl)-2,6-dimethylmorpholineHCID 19738029—
SolventDiethyl EtherHCID 3283—
Product4-(4-Chlorobutyl)-2,6-dimethylmorpholine hydrochlorideHCID 1973802485%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a dry flask under a nitrogen atmosphere was added 0.9 g. (4.8 mmoles) of 4-(4-hydroxybutyl)-2,6-dimethylmorpholine in 2.5 ml. of chloroform. The solution was stirred and heated to 40° C. and 0.49 ml. (6.72 mmoles) of thionyl chloride in 2.5 ml. of chloroform was added slowly. The mixture was slowly heated to reflux and held for two hours, then was cooled and diluted with diethyl ether to precipitate the crude product. The crystals were filtered and washed of residual thionyl chloride using diethyl ether to obtain 1.0 g. (85% yield) of 4-(4-chlorobutyl)-2,6-dimethylmorpholine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05240925
Source datasetuspto-grants-1993_08
ORD IDord-f2ba384b21ac49138a7e7f460cba5cde
Source noteuspto-grants-1993_08