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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228008Generated: October 30, 2026

Azobisisobutyronitrile → Methyl 4-bromomethyl-2-(4-fluorophenyl)benzoate

https://huagongshe.com/reaction/2228008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-(4-fluorophenyl)-4-methylbenzoateHCID 18474522—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 4-bromomethyl-2-(4-fluorophenyl)benzoateHCID 18399506—

Reaction Steps

A solution of methyl 2-(4-fluorophenyl)-4-methylbenzoate (54.18 g; 0.22 mol), N-bromosuccinimide (39.6 g; 0.22 mol), 2,2′-azobis(2′-methylproprionitrile) (0.25 g; 1.5 mmol) and benzoylperoxide (0.25 g; 1 mmol) in tetrachloromethane (550 ml) was heated at reflux for 6 hours. The solid was filtered and the filtrate evaporated to give methyl 4-bromomethyl-2-(4-fluorophenyl)benzoate as an oil (79.7 g; 79%) which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414145B1
Source datasetuspto-grants-2002_07
ORD IDord-9ae8ad8850bc4cbbb4f748aaba7e5d26
Source noteuspto-grants-2002_07