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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50143Generated: October 26, 2026

Azobisisobutyronitrile → Methyl 2-(bromomethyl)benzoate

https://huagongshe.com/reaction/50143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantMethyl o-toluateHCID 33094—
ReactantN-bromobutanimideHCID 67184—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(bromomethyl)benzoateHCID 2734813—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-methylbenzoic acid methyl ester (33.0 g) in tetrachlorocarbon (440 ml) were added N-bromosuccinimide (43.0 g) and AIBN (2,2′-azobisisobutyronitrile, 361 mg) and the mixture was refluxed for 30 minutes. The reaction mixture was cooled down to 0° C. and cinnamoic acid that appeared were filtered off and the filtrate was concentrated. The residue was purified by distillation under reduced pressure to give the title compound having the following physical data (28.0 g, colorless oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710205B2
Source datasetuspto-grants-2004_03
ORD IDord-a96861900862401e895e29ef678b6cde
Source noteuspto-grants-2004_03