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Methanol → 1,3-Di(anthracene-9-yl)-2-propene-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | 9-Anthracenecarboxaldehyde | HCID 69504 | — |
| 反応物 | 9-Acetylanthracene | HCID 69911 | — |
| 反応物 | HCID 178418582 | HCID 178418582 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1,3-Di(anthracene-9-yl)-2-propene-1-one | HCID 86033291 | 91.3% |
反応手順
9-anthraldehyde (10 mmol, 2.06 g) and 9-acetylanthracene (10 mmol, 2.2 g) were combined in dry DMF under N2 and MeONa (28 mmol, 1.5 g) was added. The reaction mixture is stirred overnight. Then MeOH was added (60 mL) and the precipitate was filtered off and vacuum dried to afford 3.73 g of pure 1,3-di(anthracene-9-yl)-2-propene-1-one. Portion of it (2.5 mmol, 1 g) was suspended in a mixture of dioxane and MeOH (60 mL and 20 mL respectively) and heated to 75° C. at which point sodium borohydride (5.3 mmol, 200 mg) was added. The mixture was stirred for 5 min and 50 mL of water was added. After the mixture had cooled to ambient, the solids were filtered off, washed with water and vacuum dried affording 620 mg of the title product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07875408B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-58ba6851f1c1459fa1ee1ffadca931cb |
| 出典メモ | uspto-grants-2011_01 |