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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899115Generated: October 29, 2026

Carbon tetrabromide → 4-(3-Bromopropyl)benzonitrile

https://huagongshe.com/reaction/899115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant4-(3-Hydroxypropyl)benzonitrileHCID 11084178—
SolventDichloromethaneHCID 6344—
Product4-(3-Bromopropyl)benzonitrileHCID 45836469%

Reaction Steps

To a solution of 4-(3-hydroxypropyl)benzonitrile (13 g, 0.081 mol; see step (iii) above) and triphenylphosphine (42.3 g, 0.16 mol) in DCM (150 mL) was added, dropwise at 0-5° C., a solution of CBr4 (53.5 g, 0.16 mol) in DCM (100 mL). The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the product was purified by column chromatography over silica gel, using petroleum ether in ethyl acetate as eluent, to yield 12.5 g (69%) of the sub-title compound as a yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354917B2
Source datasetuspto-grants-2008_04
ORD IDord-6f2c0564238b47639802acd53a890f0a
Source noteuspto-grants-2008_04