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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278389Generated: November 2, 2026

HCID 131733468, compound → 4-bromo-5-methyl-1H-indole

https://huagongshe.com/reaction/2278389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 131733468HCID 131733468—
CatalystZincHCID 23994—
SolventWaterHCID 962—
SolventAcetic acid--water (1/1)HCID 21899381—
Product4-bromo-5-methyl-1H-indoleHCID 1048863520%

Reaction Conditions

Temperature0 °C

Reaction Steps

[2-(2-Bromo-3-methyl-6-nitro-phenyl)vinyl]-dimethyl-amine (10 g) was dissolved in AcOH/H2O (100 mL:25 mL), cooled to 0° C. and treated with Zn (30 g) added slowly in portions. After complete addition, the reaction mixture was heated at 110° C. overnight. The mixture was diluted with water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give the crude product. The crude product was purified by silica gel column chromatography to afford the title compound (1.4 g, 20%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133180B2
Source datasetuspto-grants-2015_09
ORD IDord-e3321f709d204f7b9870ba989000862c
Source noteuspto-grants-2015_09