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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 867008Generated: October 30, 2026

Water → 3-{2-[4-(4-Hydroxybenzoyl)piperidyl]ethyl}indole

https://huagongshe.com/reaction/867008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-(2-Bromoethyl)indoleHCID 76924—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-Hydroxybenzoyl)piperidine hydrobromideHCID 20311690—
SolventDimethyl SulfoxideHCID 679—
Product3-{2-[4-(4-Hydroxybenzoyl)piperidyl]ethyl}indoleHCID 13180285—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 9.7 g of 4-(4-hydroxybenzoyl)piperidine hydrobromide, 6.4 g of sodium bicarbonate and 7.0 g of 3-(2-bromoethyl)indole in 90 ml of dimethylsulfoxide is stirred overnight under nitrogen at 50° C. After cooling to ambient temperature, water is added dropwise, precipitating a gummy brown solid. The supernatant solution is decanted from the solid, triturated with water, collected, and dried. Recrystallization from an ethanol-water mixture gives an off-white solid, mp 212°-214° C. (dec.) of 3-{2-[4-(4-hydroxybenzoyl)piperidyl]ethyl}indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04101663
Source datasetuspto-grants-1978_07
ORD IDord-24c4c7182dff4541bfc03d91bb888071
Source noteuspto-grants-1978_07