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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243615Generated: October 27, 2026

Sodium Azide → 4-Azido-1,1,1-trifluoro-2-butanol

https://huagongshe.com/reaction/1243615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-Toluenesulfonic acid 4,4,4-trifluoro-3-hydroxybutyl esterHCID 10108692—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product4-Azido-1,1,1-trifluoro-2-butanolHCID 21928354100%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 4-toluenesulfonic acid 4,4,4-trifluoro-3-hydroxybutyl ester (1.30 g, 4.36 mmol) in DMSO (7 mL) was treated with sodium azide (0.306 g, 4.71 mmol) at is ambient temperature and then heated at 50° C. for 23 h. The mixture was diluted with cold water and extracted with diethyl ether. The combined organic extracts were washed (brine), dried, and evaporated without heat to give the product as a yellow oil (0.737 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119109B2
Source datasetuspto-grants-2006_10
ORD IDord-01cd3ad5857c426ebf238cc5017250eb
Source noteuspto-grants-2006_10