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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1294369Generated: November 4, 2026

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

https://huagongshe.com/reaction/1294369

Reaction equation

Participants

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

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 4-bromophenylacetonitrile (1 eq), 1,2-bromochloroethane (1.5 eq), benzyltriethylammonium chloride (0.14 eq) in NaOH 50% (4M) was heated to 50° C. for 18 h. The mixture was cooled to rt, quenched with HCl 5% and diluted with ether. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. Flash chromatography (hexane:EtOAc, 95:5) afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238706B2
Source datasetuspto-grants-2007_07
ORD IDord-e5db06ee9fcf4813967a8fdcb1545434
Source noteuspto-grants-2007_07