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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776466Generated: November 2, 2026

Phosphorus tribromide → 4-(Bromomethyl)-1-methoxy-2-nitrobenzene

https://huagongshe.com/reaction/1776466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant(4-Methoxy-3-nitrophenyl)methanolHCID 4432413—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Product4-(Bromomethyl)-1-methoxy-2-nitrobenzeneHCID 11579648191.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

(4-methoxy-3-nitrophenyl)methanol (215 mg, 1.174 mmol) was dissolved, under N2 atmosphere, in dry DCM and cooled to 0° C. PBr3 (55.4 μl, 0.587 mmol) was added, and the reaction was stirred RT for 1 hour. Ice and DCM were added to the reaction mixture. The mixture was diluted with WATER and brine and extracted twice with DCM. The organic layers were dried and evaporated to dryness to give 4-(bromomethyl)-1-methoxy-2-nitrobenzene (276 mg, 1.122 mmol, 96% yield) that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-91fceaf44d2e4c51af25f445fe8b23c3
Source noteuspto-grants-2016_02