Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 15460467 | HCID 15460467 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15460468 | HCID 15460468 | 56% |
Reaction Steps
To a THF (5 ml) solution of compound 4 (327 mg, 380 μmol) obtained in Example 2, a methanol (10 ml) solution of potassium hydroxide (72 mg, 1.29 mmol) was added, and the mixture was stirred in an argon atmosphere for 1.5 hours at 15 to 30° C. To the reaction mixture, acetic acid (150 μl) was added. Then, the resulting mixture was poured into water, extracted twice with a solvent mixture of ethyl acetate and hexane (1:1), and washed with a saturated solution of sodium carbonate and a saturated aqueous solution of sodium chloride in this order. The organic phase was dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure. The resulting residue was purified by flash column chromatography (8% ethyl acetate/hexane) to give colorless oily compound 5 (173 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410523B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-4edbe1540f37465782f39bc983e277ed |
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| Source note | uspto-grants-2002_06 |
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