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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557900Generated: October 25, 2026

1-Bromo-2-Chloroethane → 1-(4-Vinylphenyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/557900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
Reactant(4-Vinylphenyl)acetonitrileHCID 3944539—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
Product1-(4-Vinylphenyl)cyclopropanecarbonitrileHCID 66662641—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of (4-vinylphenyl)acetonitrile (2.1 g, 0.015 mol), 1-bromo-2-chloro-ethane (1.4 mL, 0.016 mol) and benzyltriethylammonium chloride (0.2 g, 0.0008 mol) in aqueous sodium hydroxide solution (20m, 6 mL) was stirred at 70° C. for 1 h. The reaction mixture was cooled, diluted with water and extracted with ethyl ether. The combined ether layers were washed with water and brine, dried and concentrated to afford the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-6f89eb4704a341899b0d4caa84791139
Source noteuspto-grants-2011_11