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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885249Generated: October 30, 2026

Phosphorus tribromide → [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl ester

https://huagongshe.com/reaction/885249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantSodium BicarbonateHCID 516892—
Reactant[3-(4-Bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid methyl esterHCID 58237523—
Solvent1,2-DimethoxyethaneHCID 8071—
Product[3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl esterHCID 5823747985.2%

Reaction Steps

To [3-(4-bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid methyl ester (3 g, 8.5 mmol) in DME (30 mL) under N2 was added phosphorus tribromide (1.2 mL, 12.8 mmol), and the reaction was stirred at room temperature for 6 hours. The solution was cooled to 0° C. and adjusted to pH 6 with saturated aqueous NaHCO3, and the mixture was extracted with EtOAc. The crude material was purified by silica gel chromatography to give the desired product as a colorless oil (3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242145B2
Source datasetuspto-grants-2012_08
ORD IDord-82243b7214c94865921dfb310eda662e
Source noteuspto-grants-2012_08