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Sodium Carbonate → 5-(2-Formylphenyl)-1,3-benzodioxole-4-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 2-Formylphenylboronic acid | HCID 292189 | — |
| 反応物 | 5-Bromo-1,3-benzodioxole-4-carboxaldehyde | HCID 11031640 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | 1,1-Dimethoxyethane | HCID 10795 | — |
| 生成物 | 5-(2-Formylphenyl)-1,3-benzodioxole-4-carbaldehyde | HCID 58484347 | — |
反応手順
To a solution of 5-bromo-1,3-benzodioxole-4-carbaldehyde (0.458 g, 2.00 mmol) in dry dimethoxy-ethane were added Pd(PPh3)4 (5 mol %, 0.10 mmol), 2.5 ml 2M Na2CO3 and 2-formylphenylboronic acid (0.450 g, 3.00 mmol) under argon. The reaction mixture was heated under reflux until the starting material was consumed (monitored by TLC). Then the mixture was poured onto ice-water (30 ml) and the aqueous phase was extracted with dichloromethane (3×30 ml). The combined organic phases were dried over anhydrous MgSO4. The solvent was evaporated in vacuo and the crude product was purified by column chromatography with a mixture of hexane:ethyl acetate (9:1) as the eluent.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536210B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-46f3efd3a7974c08b630dc2ecfbda700 |
| 出典メモ | uspto-grants-2013_09 |