Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86650593 | HCID 86650593 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | HCID 66939196 | HCID 66939196 | 84% |
Reaction Steps
To a mixed solution of the compound (1.6 g, 4.1 mmol) obtained in Example 95b in tetrahydrofuran/ethanol (v/v=1/1, 8 mL) was added sodium tetrahydroborate (230 mg, 6.1 mmol), and the mixture was stirred overnight while allowing to spontaneously warm to room temperature from 0° C. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was purified by column chromatography (hexane-hexane/ethyl acetate=65/35) to give the title compound (1.3 g, 84%) as a pale-orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461348B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-03092593645a429491d8140c904ea0fe |
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| Source note | uspto-grants-2013_06 |
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