Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Chlorophenol | HCID 7245 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22148146 | HCID 22148146 | 86.7% |
Reaction Steps
To a mixture of 3-cyanophenyl boronic acid (2.84 g, 19.3 mmol), 2-chlorophenol (1.24 g, 9.64 mmol), copper (II) acetate (1.75 g, 9.64 mmol) and 4 Å molecular sieves is added CH2Cl2 (30 mL). While stirring at 25° C., pyridine (3.89 mL, 48.2 mmol) of is added and the reaction mixture stirred at 25° C. for 48 hours. Once complete, the reaction is filtered, and the resulting filtrate is concentrated to afford a crude oil which is purified by column chromatography (5% ethyl acetate in hexanes) to provide 1.92 g of 3-(2-chlorophenoxy)benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07041690B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-f78e9f3b6fb64baea87c1e8f2a912768 |
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| Source note | uspto-grants-2006_05 |
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