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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1194575Generated: October 31, 2026

Thionyl Chloride → (S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride

https://huagongshe.com/reaction/1194575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(S)-2,3-Dihydroxy-N,N,N-trimethylpropan-1-aminium chlorideHCID 13668848—
SolventDimethylformamideHCID 6228—
Product(S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chlorideHCID 279381488.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

There was suspended 10.73 g of the obtained (S)-2,3-dihydroxypropyltrimethylammonium chloride in 50 ml of dimethylformamide, and then 7.66 g of thionyl chloride was added thereto at a temperature from 5° to 10° C. After stirring for 20 minutes, it was heated for 5 hours at 100° C. After cooling the reaction mixture to room temperature, the reaction mixture was evaporated to dryness to give 10.56 g of (S)-3-chloro-2-hydroxypropyltrimethylammonium chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04814506
Source datasetuspto-grants-1989_03
ORD IDord-3a13b6f681504a1abfc56d666c545c97
Source noteuspto-grants-1989_03