Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 23687706 | HCID 23687706 | — |
| Reactant | HCID 67058149 | HCID 67058149 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 67058110 | HCID 67058110 | 79% |
Reaction Steps
1-{6-[(2′,6′-Dimethylbiphenyl-3-yl)methoxy]pyridin-3-yl}-3-(trityloxy)propan-1-ol (250 mg, 0.413 mmol) produced in Example 31 (31C) was dissolved in pyridine (3.0 mL), and acetic anhydride (0.116 mL, 1.24 mmol) was added thereto at 0° C., and then, the resulting mixture was stirred under a nitrogen atmosphere at 65° C. for 4 hours. To the reaction solution, a saturated sodium bicarbonate chloride solution was added, and the organic matter was extracted with ethyl acetate. The organic layer was washed with a saturated sodium bicarbonate solution and a saturated sodium chloride solution, then dried over anhydrous sodium sulfate and filtered. Then, 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 80:20 (v/v)), whereby the objective title compound was obtained (212 mg, yield: 79%).
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-5ed920490b59497faa14600abeb8adc6 |
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| Source note | uspto-grants-2012_07 |
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