Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747775Generated: October 29, 2026

2-Bromoethanol → 3-(2-bromoethoxy)benzonitrile

https://huagongshe.com/reaction/747775

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromoethanolHCID 10898—
ReactantTriphenylphosphineHCID 11776—
Reactant3-CyanophenolHCID 13394—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-(2-bromoethoxy)benzonitrileHCID 17788941—

Reaction Steps

0.71 ml (10.0 mmol) of 2-bromoethanol, 1.43 g (12.0 mmol) of 3-cyanophenol and 3.15 g (12.0 mmol) of triphenylphosphine were dissolved in 100 ml of tetrahydrofuran. 5.22 g (12.0 mmol) of diethyl azodicarboxylate (40% solution in toluene) was added to the solution at room temperature, and they were stirred overnight. After the treatment with ethyl acetate as the extractant in an ordinary manner, the crude product was obtained. This product was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-61c0efe79f854a5587d10ba839da6040
Source noteuspto-grants-2008_07