Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15337421 | HCID 15337421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22401681 | HCID 22401681 | 29% |
| Product | HCID 22401693 | HCID 22401693 | 62% |
Reaction Steps
In 50 ml of dimethylformamide was dissolved 2.50 g (12.9 mmol) of Compound 1 prepared in Example 1, and 0.77 g (19.3 mmol) of sodium hydride (60%) and 1.92 ml (19.3 mmol) of isopropyl iodide were added to the solution, followed by stirring at room temperature for 2 hours. After addition of water and evaporation of the solvent, the residue was subjected to partition between chloroform and water, and the chloroform layer was concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with chloroform-methanol (100:1). The first and second main fractions gave 1.89 g (62%) of Compound 30 and 8.88 g (29%) of Compound 31, respectively. Each compound was recrystallized from ethanol for purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05527908 |
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| Source dataset | uspto-grants-1996_06 |
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| ORD ID | ord-001e0eec388d45c499e6c2fe7a6f830a |
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| Source note | uspto-grants-1996_06 |
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