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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429377Generated: November 2, 2026

Azobisisobutyronitrile → Methyl 2-(bromomethyl)benzoate

https://huagongshe.com/reaction/1429377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantMethyl o-toluateHCID 33094—
ReactantN-bromobutanimideHCID 67184—
SolventWaterHCID 962—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(bromomethyl)benzoateHCID 273481380%

Reaction Steps

A solution of compound 18b (4.5 g, 30 mmol), NBS (5.9 g, 33 mmol) and AIBN (0.5 g, 3 mmol) in CCl4 (20 mL) was refluxed overnight. The mixture was taken up in H2O (20 mL) and extracted with DCM (100 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by CC to give the compound 18c (5.5 g, 80% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940722B2
Source datasetuspto-grants-2015_01
ORD IDord-4e46a084462c423d84eb60f223fea357
Source noteuspto-grants-2015_01