Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 10694978 | HCID 10694978 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12010729 | HCID 12010729 | 94.1% |
Reaction Steps
1.00 gram (2.21 mmol) of (−)-2-amino-2′-diphenylphosphino-1,1′-binaphthyl (the formula (1-1a)) was dissolved in 44 ml of methylene chloride, followed by the addition of 0.21 ml (2.65 mmol) of pyridine and 0.28 ml (2.43 mmol) of benzoyl chloride under 0° C. The reaction mixture was stirred at room temperature for 5 hours. To the reaction solution, 30 ml of saturated aqueous solution of ammonium chloride was added and extracted with 100 ml of methylene chloride. The extract was washed with 70 ml of brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure. The residue was purified using a silica gel column chromatography (eluent: 1:6 mixture of ethyl acetate and hexane) to obtain 1.16 gram of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06323353B1 |
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| Source dataset | uspto-grants-2001_11 |
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| ORD ID | ord-dc9f1bbe304b41aaa8f9e28a5b34cfe8 |
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| Source note | uspto-grants-2001_11 |
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