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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2780Generated: October 27, 2026

Triphenylphosphine → 4-Bromo-2-(bromomethyl)-1-fluorobenzene

https://huagongshe.com/reaction/2780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant(5-Bromo-2-fluorophenyl)methanolHCID 2773352—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-2-(bromomethyl)-1-fluorobenzeneHCID 1355329596.7%

Reaction Steps

To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10° C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 min at room temperature. The crude product is purified by column chromatography eluting with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731315
Source datasetuspto-grants-1998_03
ORD IDord-01265d1ee5214b12aaf7fb783abeb10c
Source noteuspto-grants-1998_03