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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528693Generated: October 30, 2026

1,2-Dibromoethane → 1-(4-Bromophenyl)Cyclopropanecarbonitrile

https://huagongshe.com/reaction/1528693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium HydroxideHCID 14797—
ReactantBenzeneacetonitrile, 4-bromo-HCID 27914—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(4-Bromophenyl)CyclopropanecarbonitrileHCID 2795273—

Reaction Steps

Potassium hydroxide (14.3 g, 255 mmol) was dissolved in H2O (5 mL) and toluene (40 mL). 4-Bromophenylacetonitrile (5.0 g, 25.5 mmol) and tetrabutylammonium bromide (0.41 g, 1.3 mmol) were added, and 1,2-dibromoethane (3.25 mL, 38 mmol) was added dropwise over 10 minutes. The reaction was stirred at room temperature for 2 hours and then submitted to standard aqueous workup to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-ec6c0e0e92e4424888ee5110baf89e2c
Source noteuspto-grants-2015_07