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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279866Generated: October 30, 2026

Phosphorus tribromide → 1-(Bromomethyl)-2-chloro-3-methoxy-4-nitrobenzene

https://huagongshe.com/reaction/2279866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantSodium BicarbonateHCID 516892—
Reactant(2-Chloro-3-methoxy-4-nitrophenyl)methanolHCID 67812311—
SolventDichloromethaneHCID 6344—
Product1-(Bromomethyl)-2-chloro-3-methoxy-4-nitrobenzeneHCID 67812596126.8%

Reaction Steps

To a solution of (2-Chloro-3-methoxy-4-nitrophenyl)methanol (Compound 54H, 1.1 g, 5.06 mmol) in dichloromethane (10 mL) at 0° C. was added phosphorous tribromide (684 mg, 2.53 mmol). After the addition was over, the reaction mixture was allowed to stir at RT overnight. The reaction mixture was neutralized with NaHCO3, extracted with ethyl acetate (30 mL) and the solvent was removed under reduced pressure to get the compound 900 mg (64%). 1H NMR (300 MHz, CDCl3) δ 7.72 (d, J=8.4 Hz, 1H), 7.34 (d, J=8.4 Hz, 1H), 4.58 (s, 2H), 4.04 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133224B2
Source datasetuspto-grants-2015_09
ORD IDord-5171dfb724984c1bafc12647e5e0f02e
Source noteuspto-grants-2015_09