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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39446Generated: October 25, 2026

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

https://huagongshe.com/reaction/39446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantSodium HydroxideHCID 14798—
ReactantBenzyltriethylammoniumHCID 17208—
Reactant2,2-Difluoro-1,3-benzodioxole-5-acetonitrileHCID 20311384—
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 numberUS08524910B2
Source datasetuspto-grants-2013_09
ORD IDord-b5f7da59d0044b58b7f926938dd088e6
Source noteuspto-grants-2013_09