HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275666Generated: October 30, 2026
1-Bromo-2-Chloroethane → 1-(4-Ethynylphenyl)cyclopropane-1-carbonitrile
https://huagongshe.com/reaction/2275666
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | (4-Ethynylphenyl)acetonitrile | HCID 16069314 | — |
| Reactant | Sodium hydroxide--water (1/1/1) | HCID 23719242 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | 1-(4-Ethynylphenyl)cyclopropane-1-carbonitrile | HCID 86602287 | 92.7% |
Reaction Steps
A mixture of (4-ethynylphenyl)acetonitrile (1.0 g, 0.0071 mol), 1-bromo-2-chloro-ethane (1200 μL, 0.014 mol), benzyltriethylammonium chloride (0.1 g, 0.0004 mol) and 1 ml of 50% NaOH water (w/v) was heated at 50° C. for 4 hours. The product was extracted with EtOAc and the combined organic phases were washed with water and brine successively, dried over Na2SO4, filtered, and concentrated in-vacuo to afford 1.1 g of the desired product, which was used in the following step without father purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09126927B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-46172de9a81e428b8699339c1c262063 |
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| Source note | uspto-grants-2015_09 |
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