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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265793Generated: October 30, 2026

Triphenylphosphine → 4-Bromo-2-(bromomethyl)-1-chlorobenzene

https://huagongshe.com/reaction/2265793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant(5-Bromo-2-chlorophenyl)methanolHCID 5074766—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-2-(bromomethyl)-1-chlorobenzeneHCID 11558280—

Reaction Conditions

Temperature5 °C

Reaction Steps

N-bromosuccinimide (4.0 g) is slowly added to a solution of 4-bromo-1-chloro-2-hydroxymethyl-benzene (5.0 g) and triphenylphosphine (5.9 g) in tetrahydrofuran (50 mL) chilled to 5° C. After 1 h stirring at ambient temperature the precipitate is filtered off, and the solvent is removed in vacuo. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 50:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858587B2
Source datasetuspto-grants-2010_12
ORD IDord-3d437a870e774826996f0513a7db314b
Source noteuspto-grants-2010_12