Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 10694978 | HCID 10694978 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12010727 | HCID 12010727 | 92.2% |
Reaction Steps
1.20 gram (2.65 mmol) of (−)-2-amino-2′-diphenylphosphino-1,1′-binaphthyl (1-1a) was dissolved in 53 ml of methylene chloride, followed by the addition of 0.26 ml (3.18 mmol) of pyridine and 0.23 ml (2.91 mmol) of methyl chloroformate under 0° C. The reaction mixture was stirred at room temperature for 21 hours. To the reaction solution, 40 ml of saturated aqueous solution of ammonium chloride was added and extracted with 100 ml of methylene chloride. The extract was washed with 80 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 1.25 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-66a4d9718f3d4acabdfe88f6a6737fdf |
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| Source note | uspto-grants-2001_11 |
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