Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Chloro-6-fluorobenzaldehyde | HCID 67847 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 73461926 | HCID 73461926 | 79% |
Reaction Steps
To a mixture of 2-chloro-6-fluorobenzaldehyde (20 g, 0.126 mmoL) in water (30 mL), ethanol (35 mL) and ice (55 g) were added to hydroxylamine hydrochloride (9.64 g, 0.139 mmoL), then NaOH (12.6 g) in water (30 mL) was added with stirring. Enough ice was added to maintain temperature at 25-30° C. After 1 h, the mixture was washed with ether (150 mL) and acidified with concentrated HCl to a pH of 6 (ice was added to keep the temperature at 25-30° C.). The product was extracted with dichloromethane (2×200 mL), dried over MgSO4 and the solvent removed in vacuo to furnish the oxime as a white solid (17.2 g, 79.0%). mp 132.8-134.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06670373B1 |
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| Source dataset | uspto-grants-2003_12 |
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| ORD ID | ord-a66d3af00ca14a46bc36e69a84d20f4d |
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| Source note | uspto-grants-2003_12 |
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