Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 66777037 | HCID 66777037 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66777714 | HCID 66777714 | 106.9% |
Reaction Steps
[5-(Benzyloxy)-3-methyl-1-benzofuran-2-yl](cyclohexyl)methanone (23.4 g) synthesized in Example A82(2) was dissolved in methanol (40 mL)-tetrahydrofuran (400 mL), and sodium tetrahydroborate (90%) (5.64 g) was added to the solution at 0° C. The reaction mixture was stirred at 0° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated to give the title compound (25.17 g, 100%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436043B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-209847ada13842ce825009eab19b7a21 |
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| Source note | uspto-grants-2013_05 |
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