Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,7-Diphenyl-1,10-phenanthroline | HCID 72812 | — |
| Reactant | HCID 67058082 | HCID 67058082 | — |
| Catalyst | Palladium(II) trifluoroacetate | HCID 2733347 | — |
| Solvent | Butyl vinyl ether | HCID 8108 | — |
| Product | HCID 67058247 | HCID 67058247 | 87% |
Reaction Steps
3-(tert-Butyldimethylsilyloxy)-1-[4-(3,4-dichlorobenzyloxy)phenyl]propan-1-ol (300 mg, 0.680 mmol) produced in Example 27 (27B), palladium(II) trifluoroacetate (12 mg, 0.036 mmol), and 4,7-diphenyl-1,10-phenanthroline (12 mg, 0.036 mmol) were dissolved in butyl vinyl ether (5 mL), and triethylamine (20 μL, 0.14 mmol) was added thereto, and the resulting mixture was stirred under a nitrogen atmosphere at 80° C. for 4 hours. After cooling to room temperature, the reaction solution was filtered, and the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 96:4 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (275 mg, yield: 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222281B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-a75f0e2913b94c80a1078ecde46a78b9 |
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| Source note | uspto-grants-2012_07 |
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