Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 11465546 | HCID 11465546 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10839444 | HCID 10839444 | 101% |
Reaction Steps
141 mg (0.30 mmol) of (−)-2-amino-2′-diphenylphosphinyl-1,1′-binaphthyl (the formula (1-1a-1)) was dissolved in 6 ml of methylene chloride, followed by the addition of 29 μl (0.36 mmol) of pyridine and 24 μl (0.33 mmol) of acetyl chloride under 0° C. The reaction mixture was stirred at room temperature for 1 hour. To the reaction solution, 10 ml of saturated aqueous solution of ammonium chloride was added and extracted with 50 ml of methylene chloride. The extract was washed with 20 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: 1:4 mixture of ethyl acetate and hexane) to obtain 155 mg 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-4f30659dd8ab49bcacd9fdd0c1380df6 |
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| Source note | uspto-grants-2001_11 |
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