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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861024Generated: October 28, 2026

1-Bromo-2-Chloroethane → 1-(4-Bromophenyl)Cyclopropanecarbonitrile

https://huagongshe.com/reaction/861024

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantSodium HydroxideHCID 14798—
ReactantBenzeneacetonitrile, 4-bromo-HCID 27914—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Product1-(4-Bromophenyl)CyclopropanecarbonitrileHCID 2795273—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (4-bromo-phenyl)-acetonitrile (1.0 eq.), 1-bromo-2-chloro-ethane (1.6 eq.), triethylbenzyl ammonium chloride (0.03 eq.) and aqueous NaOH 50% (6 eq.) was stirred for 12 h at 60° C. The resulting mixture was poured in water and extracted with Et2O (2×). The combined organic extracts were washed with HCl 5%, brine, dried over MgSO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 95:5) afforded the title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153968B2
Source datasetuspto-grants-2006_12
ORD IDord-b4642c4f852a4db180f572f2cc73b8d8
Source noteuspto-grants-2006_12