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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275666Generated: October 30, 2026

1-Bromo-2-Chloroethane → 1-(4-Ethynylphenyl)cyclopropane-1-carbonitrile

https://huagongshe.com/reaction/2275666

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
Reactant(4-Ethynylphenyl)acetonitrileHCID 16069314—
ReactantSodium hydroxide--water (1/1/1)HCID 23719242—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product1-(4-Ethynylphenyl)cyclopropane-1-carbonitrileHCID 8660228792.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of (4-ethynylphenyl)acetonitrile (1.0 g, 0.0071 mol), 1-bromo-2-chloro-ethane (1200 μL, 0.014 mol), benzyltriethylammonium chloride (0.1 g, 0.0004 mol) and 1 ml of 50% NaOH water (w/v) was heated at 50° C. for 4 hours. The product was extracted with EtOAc and the combined organic phases were washed with water and brine successively, dried over Na2SO4, filtered, and concentrated in-vacuo to afford 1.1 g of the desired product, which was used in the following step without father purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-46172de9a81e428b8699339c1c262063
Source noteuspto-grants-2015_09