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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518310Generated: October 30, 2026

Phosphorus tribromide → 5-Bromo-2-fluoro-4-methoxybenzyl bromide

https://huagongshe.com/reaction/518310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantSodium BicarbonateHCID 516892—
Reactant(5-Bromo-2-fluoro-4-methoxyphenyl)methanolHCID 53401483—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2-fluoro-4-methoxybenzyl bromideHCID 9788943994.8%

Reaction Steps

PBr3 (4.7 g, 17.4 mmol) was added drop-wise to a solution of (5-bromo-2-fluoro-4-methoxyphenyl)methanol (4.1 g, 17.4 mmol) in anhydrous CH2Cl2 (40 mL) at 0° C. The mixture was stirred at room temperature for 3 h and poured into ice water. The pH was adjusted to 8 with saturated aqueous NaHCO3. Extractive work up with CH2Cl2 gave the title compound (4.9 g, 94.8%) as a white solid which was carried on without purification. 1H NMR (DMSO-d6, 400 MHz) δ 7.56 (d, J=8.0 Hz, 1H), 6.65 (d, J=11.6 Hz, 1H), 4.46 (s, 2H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115114B2
Source datasetuspto-grants-2015_08
ORD IDord-c3579094cc2f42ffb7e4e04f2363c674
Source noteuspto-grants-2015_08