HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1294369Generated: November 4, 2026
1-Bromo-2-Chloroethane → 1-(4-Bromophenyl)Cyclopropanecarbonitrile
https://huagongshe.com/reaction/1294369
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Benzeneacetonitrile, 4-bromo- | HCID 27914 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 1-(4-Bromophenyl)Cyclopropanecarbonitrile | HCID 2795273 | — |
Reaction Steps
A mixture of 4-bromophenylacetonitrile (1 eq), 1,2-bromochloroethane (1.5 eq), benzyltriethylammonium chloride (0.14 eq) in NaOH 50% (4M) was heated to 50° C. for 18 h. The mixture was cooled to rt, quenched with HCl 5% and diluted with ether. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. Flash chromatography (hexane:EtOAc, 95:5) afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238706B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-e5db06ee9fcf4813967a8fdcb1545434 |
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| Source note | uspto-grants-2007_07 |
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