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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646648Generated: October 26, 2026

Epichlorohydrin → 2,3-Epoxypropoxy Carbazole

https://huagongshe.com/reaction/646648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
Reactant4-HydroxycarbazoleHCID 104251—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2,3-Epoxypropoxy CarbazoleHCID 8661126664%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

4-Hydroxy carbazole (60 g) obtained in step 1 was charged into a reactor containing water (90 ml). Epichlorohydrin (64.2 g) and tetrabutyl ammonium bromide (6.3 g) were then charged into the reactor under stirring. 50% Sodium hydroxide solution (78 g) was added slowly in 2-3 hours into the reaction mass at about 30° C. After completion of reaction, ethyl acetate (315 ml) and potable water (315 ml) were charged into the reaction mass. The lower aqueous layer was separated and discarded. The ethyl acetate layer was washed with potable water to obtain neutral pH and dried over anhydrous sodium sulphate. The ethyl acetate is distilled out under vacuum below 55° C. to about 100 ml. The reaction mass was chilled to 0-5° C. and filtered and dried at 50-60° C. to give the title compound (50 g) (64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705163B2
Source datasetuspto-grants-2010_04
ORD IDord-07b8ec266b8b4422b646eb321f30194d
Source noteuspto-grants-2010_04