Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 23369571 | HCID 23369571 | — |
| Solvent | Tetrahydrofurfuryl alcohol | HCID 7360 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 23369810 | HCID 23369810 | 93% |
Reaction Steps
5-Acetoxy-6-[1-(tert-butyldimethylsilyloxy)methyl-2,3-epoxypropyl]-8-methylcarbostyril (6.10 g, 14.6 mmol) was dissolved in a solvent mixture (150 ml) of tetrahydrofuran methanol (1:1), to which aqueous 1N-NaOH solution (25 ml) was added. The mixture was stirred at 50° C. for 30 minutes. Concentrated HCl was added to adjust the pH to about 5. Extraction was carried out using chloroform--water. The organic phase was dried over sodium sulfate and condensed under reduced pressure. The resultant residue was recrystallized from chloroform--ether--n-hexane. As a result, 5.10 g the title compound (mixture of diasteromers, 3.1) was obtained as colorless powdery crystals (93.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05576324 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-8d94b8ee307444139fd9694e85e3c24c |
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| Source note | uspto-grants-1996_11 |
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