Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Boron | HCID 5462311 | — |
| Reactant | HCID 86746957 | HCID 86746957 | — |
| Product | HCID 74952549 | HCID 74952549 | — |
Reaction Steps
3.5 g of 3-acetyl-pyridine-O-methyl-oxime-N-oxide [J. Heterocyclic Chem. 16 1459, (1979)] is dissolved in 50 cm3 of methanol and cooled to -10° C. 2.4 g of boron and sodium hydride is added, with agitation for 2 hours at ambient temperature followed by evaporation to dryness. The residue is taken up with water and extracted with ethyl acetate. The extracts are dried, evaporated to dryness, and purified by chromatography on silica gel, (eluene: ethyl acetate). 2.85 g of the expected product is obtained. m.p. 94°-96° C., after crystallizing from hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05219873 |
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| Source dataset | uspto-grants-1993_06 |
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| ORD ID | ord-861c18133dc7447884794f5cb4b22646 |
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| Source note | uspto-grants-1993_06 |
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