Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 68864254 | HCID 68864254 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68861801 | HCID 68861801 | 34.7% |
Reaction Steps
Boron tribromide (1 M dichloromethane solution; 5.10 ml) was added to a dichloromethane (10 ml) solution of the compound of Example 70 (0.86 g) at 0° C. and stirred at 25° C. for 3 hours. The reaction solution was mixed with 2 M aqueous sodium hydroxide solution, stirred for 0.3 hours, and mixed with 2 M hydrochloric acid and chloroform. The organic layer was washed with saturated brine and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: 0→15% methanol/chloroform gradient) and recrystallized from isopropyl alcohol, thereby giving 0.29 g of the desired compound. Melting point: 230-231° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07514452B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-3dfbf8cd5e6e45918e5e2548e3beba64 |
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| Source note | uspto-grants-2009_04 |
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