Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68884954 | HCID 68884954 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68884893 | HCID 68884893 | 94.7% |
Reaction Steps
To a mixture of methyl 5-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridinecarboxylate (2.09 g), sodium tetrahydroborate (0.93 g) and tetrahydrofuran (100 mL) was dropwise added methanol (10 mL) at 50° C., and the mixture was stirred at 50° C. for 1 hr. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give crystals (1.85 g, 94%) of [5-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]methanol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 128-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238716B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-e89a1c470cc54fef9dd0b49a163fcae6 |
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| Source note | uspto-grants-2007_07 |
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