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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453855Generated: October 30, 2026

Benzoyl Peroxide → Methyl 2-(bromo-methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate

https://huagongshe.com/reaction/453855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylateHCID 59473668—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(bromo-methyl)-4-chloro-1-methyl-1H-indole-3-carboxylateHCID 5947375648%

Reaction Conditions

Temperature85 °C

Reaction Steps

Methyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylate (9.70 mmol, 1.0 equiv.) was dissolved in CCl4 (97 ml), and NBS (9.70 mmol, 1.0 equiv.) and benzoyl peroxide (0.19 mmol, 0.02 equiv.) were added. The mixture was heated for 1 h at 85° C. The resulting succinimide was filtered out, the filtrate was concentrated, and the residue was purified by column chromatography (20% ethyl acetate in hexane). Yield: 48%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492559B2
Source datasetuspto-grants-2013_07
ORD IDord-41a85795b6ca4f81ae7b4d6bfb8f6e9c
Source noteuspto-grants-2013_07