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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093431Generated: November 2, 2026

Triphenylphosphine → 4-(3-Bromopropyl)-2-chloro-1-fluorobenzene

https://huagongshe.com/reaction/1093431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant3-(3-Chloro-4-fluorophenyl)propan-1-OLHCID 53434315—
SolventDichloromethaneHCID 6344—
Product4-(3-Bromopropyl)-2-chloro-1-fluorobenzeneHCID 1106488592.9%

Reaction Steps

Compound 61-2 (2.47 g) was dissolved in methylene chloride (20 ml), triphenylphosphine (3.78 g) and N-bromosuccinimide (2.56 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 1 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (3.06 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-0a4f64435f9b4e0cb0f9facda9133dc8
Source noteuspto-grants-2012_03