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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069335Generated: November 1, 2026

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

https://huagongshe.com/reaction/2069335

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 numberUS08299099B2
Source datasetuspto-grants-2012_10
ORD IDord-6c2323b5d46342e29c7fc7676cbe4fec
Source noteuspto-grants-2012_10