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Acetic Acid → Dimethyl (4-methoxy-2-nitrophenyl)methylidenemalonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Dimethyl malonate | HCID 7943 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 4-Methoxy-2-nitrobenzaldehyde | HCID 357691 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Dimethyl (4-methoxy-2-nitrophenyl)methylidenemalonate | HCID 54325413 | 72% |
反応手順
A mixture of 4-methoxy-2-nitrobenzaldehyde (21.3 g, Org. Synth., Vol. V, p-139, 1973), dimethyl malonate (16.5 g), piperidine (2.5 ml), and acetic acid (0.25 ml) in methanol (125 ml) was heated under reflux for 24 hr. The reaction mixture was concentrated, diluted with 1 N aqueous hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with 10% aqueous potassium carbonate and saturated aqueous sodium chloride, dried, and concentrated. The residue was purified by silica gel column chromatography (eluent:ethyl acetate:hexane=1:2) to obtain the titled compound (25 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07256204B2 |
| 出典データセット | uspto-grants-2007_08 |
| ORD ID | ord-7d47fd831cff477c9378c9ecd6969386 |
| 出典メモ | uspto-grants-2007_08 |