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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262295Generated: October 31, 2026

Triethylamine → 3-Bromo-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)propan-1-one

https://huagongshe.com/reaction/262295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropanoyl chloride, 3-bromo-HCID 84944—
Reactant3-phenyl-2,3-dihydro-1H-indoleHCID 10932353—
SolventBenzeneHCID 241—
Product3-Bromo-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)propan-1-oneHCID 21320459—

Reaction Conditions

Temperature10 °C

Reaction Steps

A solution of 9.1 ml of 3-bromopropionylchloride in 10 ml of dry benzene was added dropwise to a solution of 10.0 g of 3-phenylindoline and 10 ml of triethylamine in 100 ml of dry benzene cooled to 10° C. The precipitated triethylamine hydrochloride was separated by filtration, the benzene was removed from the filtrate in vacuo at room temperature and the residue recrystallized from ethanol to give 5.6 g of the desired N-(3-bromopropionyl)-3-phenylindoline having a melting point of 98°-9° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04153789
Source datasetuspto-grants-1979_05
ORD IDord-f8eb417eb50d445cbd2f5e7abb475f60
Source noteuspto-grants-1979_05