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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173095Generated: October 26, 2026

Sodium Hydroxide → 7-Bromo-3-chloro-4-methyl-1H-indole

https://huagongshe.com/reaction/1173095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantChlorosuccinimideHCID 31398—
Reactant4-Bromo-3-nitrotolueneHCID 79224—
Reactant7-bromo-4-methyl-1H-indoleHCID 18752862—
SolventAcetonitrileHCID 6342—
Product7-Bromo-3-chloro-4-methyl-1H-indoleHCID 2235923899.3%

Reaction Steps

4.0 g (30.0 mmol) of N-chlorosuccinimide was added to an acetonitrile solution (250 ml) containing 5.8 g (27.6 mmol) of 7-bromo-4-methyl-1H-indole synthesized from 2-bromo-5-methylnitrobenzene in the same manner as in Production Example 1a, followed by stirring at room temperature overnight. 50 ml of a 1N aqueous sodium hydroxide was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel column chromatography, to give 6.7 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834049B2
Source datasetuspto-grants-2010_11
ORD IDord-d235fdf7bdbd4931b5e69360ffa74e6f
Source noteuspto-grants-2010_11