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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745631Generated: October 26, 2026

p-Fluorotoluene → 4-Fluorobenzyl bromide

https://huagongshe.com/reaction/745631

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluorotolueneHCID 9603—
ReactantN-bromobutanimideHCID 67184—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
Product4-Fluorobenzyl bromideHCID 68021101.1%

Reaction Steps

A 300-ml flask was charged with 16.6 g of 4-fluorotoluene, 30.0 g of NBS, 0.5 g of benzoyl peroxide and 150 ml of carbon tetrachloride, and the mixture was refluxed for 2.0 hours. The reaction mixture was cooled to room temperature, and the formed precipitate was removed by filtration and the residual CCl4 solution was washed with dilute alkali and then with water, dried over Na2SO4, and evaporated under reduced pressure to give 28.8 g of crude 4-fluorobenzyl bromide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04599362
Source datasetuspto-grants-1986_07
ORD IDord-5a691619f9e84ad28f0c0874349bf589
Source noteuspto-grants-1986_07