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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251840Generated: October 25, 2026

Azobisisobutyronitrile → Methyl 2-bromo-6-(bromomethyl)benzoate

https://huagongshe.com/reaction/2251840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-bromo-6-methylbenzoateHCID 11564857—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-bromo-6-(bromomethyl)benzoateHCID 23574705—

Reaction Steps

2-Bromo-6-methyl-benzoic acid methyl ester (2.18 g), NBS (4.89 g), and AIBN (0.486 g) were taken into CCl4 (15 mL) and heated at reflux for 8 h. After cooling to RT, the solid was removed by filtration, and the filtrate was concentrated to give an orange oil as crude material. Purification by chromatography (silica gel, 100 g, 5-15% EtOAc/hexanes) afforded 2-bromo-6-bromomethyl-benzoic acid methyl ester as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320992B2
Source datasetuspto-grants-2008_01
ORD IDord-a195cb00f2214f9bb863572157f02241
Source noteuspto-grants-2008_01