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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956366Generated: October 27, 2026

Benzoyl Peroxide → 1-(3-(Bromomethyl)-1H-indazol-1-yl)ethanone

https://huagongshe.com/reaction/1956366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
Reactant1-(3-methyl-1H-indazol-1-yl)EthanoneHCID 12639186—
SolventCarbon TetrachlorideHCID 5943—
Product1-(3-(Bromomethyl)-1H-indazol-1-yl)ethanoneHCID 13750269—

Reaction Conditions

Temperature70 °C

Reaction Steps

1-Acetyl-3-methyl-1H-indazole (5.77 g, 33.1 mmol) in CCl4 (150 mL) was treated with N-bromosuccinimide (6.49 g, 36.5 mmol) and benzoyl peroxide (0.80 g, 3.3 mmol) and the mixture was heated at 70 ° C. for 16 h. The mixture was concentrated and the residue quickly filtered through a plug of flash silica eluting with 0→5% EtOAc in hexane to give the crude title compound contaminated with traces of dibromide and starting material. This was conveniently used directly in subsequent reactions without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780475
Source datasetuspto-grants-1998_07
ORD IDord-57c06213b05f4d3e9d713461af5d61d4
Source noteuspto-grants-1998_07