Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 3,5-Dinitrostyrene | HCID 12192553 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18429350 | HCID 18429350 | — |
Reaction Steps
3,5-Dinitrostyrene (0.50 g, 2.58 mmol) was dissolved in a mixture of acetone and water (8:1, 70 ml) and the solution was cooled to 0° C. OsO4 (0.046 g, 0.18 mmol) and NMO (0.60 g, 5.15 mmol) were added and the solution was stirred at room temperature for 16 h. A solution of Na2S2O5 (1.5 g) in water (120 ml) was added and the organic solvent removed by evaporation. The aqueous phase was extracted with ethyl acetate (2×70 ml) and the combined organic phases were dried (Na2SO4) and evaporated. The product was purified by preparative HPLC. Yield: 0.44 g (75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05993780 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-a2c3c420b1cf49dab208eb68e62ce602 |
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| Source note | uspto-grants-1999_11 |
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