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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705848Generated: October 25, 2026

Phosphorus tribromide → 4-(4-(Bromomethyl)phenoxy)-1-chloro-2-(trifluoromethyl)benzene

https://huagongshe.com/reaction/705848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantSodium BicarbonateHCID 516892—
Reactant(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)methanolHCID 66825563—
SolventDiethyl EtherHCID 3283—
Product4-(4-(Bromomethyl)phenoxy)-1-chloro-2-(trifluoromethyl)benzeneHCID 6777597653%

Reaction Steps

To the solution of (4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol (4.5 g, 14.87 mmol) in Diethyl ether (100 mL) was added PBr3 (1.402 mL, 14.87 mmol) dropwise at 0° C. The mixture was stirred at room temperature for 5 h. The mixture was poured into ice water and neutralized with sat. NaHCO3 solution to pH-7, then extracted with Et2O. The organic was dried over Na2SO4, filtered and concentrated in vacuo to afford the title compound (3.2 g, 7.88 mmol, 53.0% yield) as a light yellow solid. LCMS: rt=2.01 min, [M+H+]=365, 367.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-48f4aff6ed764ffb99f1eefa8c16fabe
Source noteuspto-grants-2015_11