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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1194577Generated: October 30, 2026

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

https://huagongshe.com/reaction/1194577

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 2793814—

Reaction Conditions

Temperature100 °C

Reaction Steps

Moreover, the obtained (S)-2,3-dihydroxypropyltrimethylammonium chloride was suspended in 100 ml of dimethylformamide and then 22.57 g of thionyl chloride was added thereto at a tempareture from 5° to 10° C. After stirring for 20 minutes, it was heated for 5 hours at 100° C. Finally, after the reaction was completed and the reaction mixture was cooled to room temperature, it was evaporated to dryness and then the residue was washed with methylene chloride to give 30.20 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-501095971757421a9354fc5a6bdb2e74
Source noteuspto-grants-1989_03