Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | HCID 178441929 | HCID 178441929 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | HCID 178441928 | HCID 178441928 | 56.6% |
Reaction Steps
A mixture of the product of Example 5 (0.55 g), 4Å molecular sieves (powdered) (2.5 g), N-methylmorpholine-N-oxide (0.65 g) in a mixture of dry dichloromethane (10 ml) and dry acetonitrile (10 ml) was treated with tetrapropylammonium perruthenate (40 mg) at 0°. The mixture was stirred at 0° to ambient temperature for 1.5 h and filtered through "hyflo", and the solvent was evaporated. The residue was purified by flash column chromatography eluting with System F (400:400:10:10) to give a residue which was dissolved in a mixture of dichloromethane:ethyl acetate (2:1;25 ml) and washed with water (50 ml). (The pH of the aqueous solution was adjusted to 4 with aqueous sodium carbonate (2N)). The organic phase was, dried, filtered and evaporated to give the title compound as an off-white solid (0.31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05252593 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-f5d15a15e9bb4a669358a1ecf4686727 |
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| Source note | uspto-grants-1993_10 |
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