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Acetovanillone → 2-methoxy-4-[(E)-C-methyl-N-[(4-nitrophenyl)methoxy]carbonimidoyl]phenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetovanillone | HCID 2214 | — |
| 反応物 | Hydroxylamine, O-((4-nitrophenyl)methyl)-, hydrochloride (1:1) | HCID 74967 | — |
| 生成物 | 2-methoxy-4-[(E)-C-methyl-N-[(4-nitrophenyl)methoxy]carbonimidoyl]phenol | HCID 135923725 | 55.3% |
反応手順
4′-Hydroxy-3′-methoxyacetophenone (25) (150 mg, 0.903 mmol) was condensed with compound 19 (0.203 g, 0.992 mmol) according to the general procedure II-A defined above. After being heated for 3 h the reaction mixture was cooled and the solvent removed under reduced pressure. The ensuing residue was dissolved in CH2Cl2 (20 mL), washed with H2O (2×15 mL) then dried (MgSO4), filtered and concentrated under reduced pressure. The residue thus obtained was subjected to flash chromatography (1:9 v/v ethyl acetate/hexane elution) to afford the title compound CP30261 (158 mg, 55%) as a yellow solid, m.p. 118.4-121.1° C., Rf 0.5 in 1:1 v/v ethyl acetate/hexane.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536157B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-7eae7d2e5e7f4229acacea5a3aec6b6e |
| 出典メモ | uspto-grants-2013_09 |