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Pyridine → 2-methoxy-5-[(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 | Pyridine | HCID 1049 | — |
| 反応物 | Hydroxylamine, O-((4-nitrophenyl)methyl)-, hydrochloride (1:1) | HCID 74967 | — |
| 反応物 | 1-(3-Hydroxy-4-methoxyphenyl)ethanone | HCID 95693 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-methoxy-5-[(E)-C-methyl-N-[(4-nitrophenyl)methoxy]carbonimidoyl]phenol | HCID 88567585 | 89.6% |
反応手順
A solution of ketone 12 (200 mg, 1.20 mmol) in EtOH (2.0 mL) was treated with compound 19 (0.27 g, 1.32 mmol) and pyridine (0.5 mL) and the resulting mixture heated at reflux for 3 h then cooled and the solvent evaporated under reduced pressure. The ensuing residue was partitioned between CH2Cl2 (10 mL) and H2O (10 mL). The separated aqueous fraction was extracted with CH2Cl2 (1×5.0 ml) and the combined organic fractions were dried (MgSO4) then filtered and concentrated under reduced pressure to give a light-yellow solid. Recrystallisation (isopropanol) of this material afforded the title compound CP30218 (340 mg, 89%) as pale-yellow crystals, m.p. 105.0-105.7° C.
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-20d13991690f42f4b83fbf3c2b02462a |
| 出典メモ | uspto-grants-2013_09 |