Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl benzoylformate | HCID 15349 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53698905 | HCID 53698905 | — |
Reaction Steps
1.4 g (16.8 mmol) of O-methylhydroxylamine hydrochloride and 1.16 g (8.4 mmol) of potassium carbonate were added to a solution of 0.50 g (2.8 mmol) of ethyl phenylglyoxylate in N,N-dimethylformamide, and the resulting mixture was stirred at 90° C. for 4 hours. At the end of this time, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by column chromatography through silica gel, eluted with a stepwise gradient of ethyl acetate (10-30%) in hexane, to give 0.47 g (67% yield) of the less polar isomer of the title compound and 0.13 g (19% yield) of the more polar isomer of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05614470 |
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| Source dataset | uspto-grants-1997_03 |
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| ORD ID | ord-bff755ab6eed4a95ab482b12dbe6b7ce |
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| Source note | uspto-grants-1997_03 |
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