Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86753833 | HCID 86753833 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 86753838 | HCID 86753838 | 87% |
Reaction Steps
To a solution of Compound (49f) (Step-2 in Example 55) (116 mg, 0.22 mmol) in 5.0 ml of acetone was added dropwise 65 μl (0.26 mmol) of the Jones reagent under ice-cooling, and the mixture stirred for 30 min at the same temperature. To the reaction mixture was added 100 μl of isopropanol. The mixture was stirred for 5 min, neutralized with an aqueous saturated sodium hydrogen carbonate solution, and concentrated under reduced pressure to a half volume. After addition of water, the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by a column chromatography (Merck, Lobar column, size A; toluene:ethyl acetate=1:1) to give 101 mg (87%) of Compound (52).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05876984 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-c189787928b64d9cb2598dae04858a15 |
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| Source note | uspto-grants-1999_03 |
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