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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460431Generated: October 29, 2026

Azobisisobutyronitrile → Methyl 2-(bromomethyl)benzoate

https://huagongshe.com/reaction/460431

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 numberUS07196198B2
Source datasetuspto-grants-2007_03
ORD IDord-758fd5ab4561413199a6b5d511976a5c
Source noteuspto-grants-2007_03