Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869845Generated: October 29, 2026

1-Bromo-2-Chloroethane → 1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrile

https://huagongshe.com/reaction/869845

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantSodium HydroxideHCID 14798—
Reactant2,2-Difluoro-1,3-benzodioxole-5-acetonitrileHCID 20311384—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Product1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrileHCID 57446150—

Reaction Conditions

Temperature70 °C

Reaction Steps

Sodium hydroxide (50% aqueous solution, 10 mL) was slowly added to a mixture of crude (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile, benzyltriethylammonium chloride (3.00 g, 15.3 mmol), and 1-bromo-2-chloroethane (4.9 g, 38 mmol) at 70° C. The mixture was stirred overnight at 70° C. before the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and evaporated to dryness to give crude 1-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile, which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-7208fed410234914ad3f3bedae947023
Source noteuspto-grants-2015_03