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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | 2,2-Difluoro-1,3-benzodioxole-5-acetonitrile | HCID 20311384 | — |
| Reactant | 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile Sodium hydroxide | HCID 67315152 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrile | HCID 57446150 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08541453B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-7ed85289fe0e4e46950710b1bf82c8b3 |
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| Source note | uspto-grants-2013_09 |
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