Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 4-[(4-methoxybenzyl)oxy]benzaldehyde | HCID 4154276 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | HCID 131735044 | HCID 131735044 | 84.1% |
Reaction Steps
To a suspension of 4-(4-methoxy-benzyloxy)-benzaldehyde (26.5 g, 110 mmol) in water/ethanol (260 mL, 9:1) was added hydroxylamine hydrochloride (9.06 g, 131 mmol) followed by dropwise addition of a 3.2M NaOH solution in ethanol/water (88 mL; 262 mmol). After addition was complete, the reaction mixture was heated to 88° C. for 4.5 h and then cooled to rt. The pH of the reaction mixture was adjusted to 5.5 with glacial acetic acid. 4-(4-methoxy-benzyloxy)-benzaldehyde oxime (23.8 g, 84%) was isolated as a white solid by filtration and air drying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290465B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-9fb11eb5867a4b12bed98981cc9fbaf2 |
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| Source note | uspto-grants-2016_03 |
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