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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45278Generated: October 25, 2026

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

https://huagongshe.com/reaction/45278

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
Reactant2,2-Difluoro-1,3-benzodioxole-5-acetonitrileHCID 20311384—
Reactant1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile Sodium hydroxideHCID 67315152—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Product1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrileHCID 57446150—

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile 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. and 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 numberUS08541453B2
Source datasetuspto-grants-2013_09
ORD IDord-7ed85289fe0e4e46950710b1bf82c8b3
Source noteuspto-grants-2013_09