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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861413Generated: October 28, 2026

Water → 2-(4-Bromophenyl)-1-methyl-1H-indole

https://huagongshe.com/reaction/861413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
Reactant2-(4-Bromophenyl)-1H-indoleHCID 623252—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromophenyl)-1-methyl-1H-indoleHCID 1234871856.8%

Reaction Steps

Potassium tert-butoxide (1.23 g) was added to a solution of 2-(4-bromophenyl)indole (2.72 g) in dimethylformamide (40 ml). Iodomethane (1.25 ml) was added and the reaction mixture stirred at ambient temperature for 18 hours. The reaction mixture was added to water. This solid was collected by filtration and purified by vacuum chromatography on silica gel (Merck Art. 7736) using 5% ethyl acetate/hexane as eluent to give 2-(4-bromophenyl)-1-methylindole (1.625 g) as a solid, m.p. 114°-115° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05714496
Source datasetuspto-grants-1998_02
ORD IDord-833344d2b71247ba9c9975f6a28fa74b
Source noteuspto-grants-1998_02