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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1389245Generated: October 31, 2026

3-(2-Bromoethyl)indole → Indole

https://huagongshe.com/reaction/1389245

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Bromoethyl)indoleHCID 76924—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Phenoxymethyl)piperidineHCID 3017444—
Solvent1,4-DioxaneHCID 31275—
ProductIndoleHCID 79841%

Reaction Steps

A mixture of 8.96 g (0.04 mole) of 3-(2-bromoethyl)-indole, 7.65 g (0.04 mole) of 4-phenoxymethylpiperidine, 7.76 g (0.06 mole) of N-ethyl-diisopropylamine and 100 ml of dioxane is heated under reflux for 9 hours. After cooling, the reaction mixture is filtered, the filtrate is evaporated in a vacuum and the residue is taken up in diethy ether, washed with water, dried over anhydrous sodium sulfate and evaporated. After recrystallization from isopropanol/ligroin, there are obtained 5.55 g of 3-[2-(4-phenoxymethyl)-piperidino)-ethyl]-indole (41% of theory); m.p. 113°-114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04243807
Source datasetuspto-grants-1981_01
ORD IDord-1ca8ad9bd11b4b2f92eaa08bee881ff3
Source noteuspto-grants-1981_01