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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069077Generated: October 31, 2026

Triphenylphosphine → 1-Bromo-3-(bromomethyl)-5-methoxybenzene

https://huagongshe.com/reaction/2069077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant(3-Bromo-5-methoxyphenyl)methanolHCID 10608788—
SolventDichloromethaneHCID 6344—
Product1-Bromo-3-(bromomethyl)-5-methoxybenzeneHCID 1227644984.2%

Reaction Steps

Triphenylphosphine (28 g; KANTO) was added to a dichloromethane (150 mL) solution of Intermediate 1 (22.05 g) with ice cooling, the resulting mixture was stirred for approx. 10 minutes followed by the addition of N-bromosuccinimide (20 g; TCI), and the resulting mixture was stirred at room temperature for 13 hours and 30 minutes. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (n-hexane/ethyl acetate) to give the title compound (23.94 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299055B2
Source datasetuspto-grants-2012_10
ORD IDord-5db04305b639489cbdb098cef07443bb
Source noteuspto-grants-2012_10