Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 2-Bromobenzyl cyanide | HCID 29625 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23508412 | HCID 23508412 | 76.8% |
Reaction Steps
A mixture composed of 392 mg of 2-bromophenylacetonitrile, 334 mg of 4-methoxyphenylboronic acid, 0.9 mg of palladium acetate, 691 mg of potassium acetate, 645 mg of tetrabutylammonium bromide, and 2.2 ml of distilled water was stirred at 70° C. for 2 hours under an atmosphere of nitrogen. After the reaction mixture was poured into a saturated aqueous solution of sodium chloride, the product was extracted with ethyl acetate The organic layer was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the resulting crude product was purified by silica gel column chromatography (using a 3:1 mixture of hexane and ethyl acetate as the eluent) to obtain 343 mg of 4′-methoxy-2-biphenylaceto-nitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06762205B1 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-fe60542953b34391aa0d9a1a6b40ab99 |
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| Source note | uspto-grants-2004_07 |
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