Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86630358 | HCID 86630358 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57697469 | HCID 57697469 | 77% |
Reaction Steps
Under a nitrogen atmosphere, to a suspension of sodium hydride (60% in oil, 0.24 g) in THF (5 mL) was added a solution of the compound (0.88 g) obtained in step 6 in THF (10 mL) at 0° C., and the mixture was stirred at 80° C. for 6 hr. The reaction mixture was cooled to 10° C., and poured into water. The resultant product was extracted with ethyl acetate. The organic layer was washed with saturated aqueous ammonium chloride solution and brine, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 20→33% ethyl acetate/hexane) to give the title compound (0.59 g, 77%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158617B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-b59d033902ff4143bd56aa0fd0710a0a |
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| Source note | uspto-grants-2012_04 |
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