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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chloride | HCID 312 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzyltriethylammonium | HCID 17208 | — |
| Reactant | 2,2-Difluoro-1,3-benzodioxole-5-acetonitrile | HCID 20311384 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrile | HCID 57446150 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08524910B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-b5f7da59d0044b58b7f926938dd088e6 |
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| Source note | uspto-grants-2013_09 |
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