Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 23508412 | HCID 23508412 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15907506 | HCID 15907506 | 51.6% |
Reaction Steps
89 mg of 4′-methoxy-2-biphenylacetonitrile was dissolved in 0.66 ml of methylene chloride, and 0.8 ml of a 1 M solution of boron tribromide in methylene chloride was added thereto under cooling with ice, followed by stirring for 40 minutes. This mixture was returned to room temperature and stirred for an additional 40 minutes. 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 TLC (using a 2:1 mixture of hexane and ethyl acetate as the developing solvent) to obtain 43 mg of 4′-hydroxy-2-biphenylacetonitrile.
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-b546f780752c4faeb112f5eb6027e1b9 |
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| Source note | uspto-grants-2004_07 |
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