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Dimethylformamide → 3-Bromo-4-n-butylthiophene-2-carboxaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Lithium diisopropylamide | HCID 2724682 | — |
| 反応物 | 3-Bromo-4-butylthiophene | HCID 12502679 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Bromo-4-n-butylthiophene-2-carboxaldehyde | HCID 18793049 | 66.4% |
反応手順
To a solution of freshly prepared LDA (11.40 mmol) in THF (7 mL) at -78° C. was added slowly 3-bromo-4-butylthiophene of Example 1(a) (2.50 g, 11.40 mmol) in THF (10 mL). After stirring for 15 min, DMF (0.94 mL, 12.10 mmol) in THF (2 mL) was dropwise added. The resulting mixture was stirred for 1 h at -78° C. and then allowed to warm to room temperature. The reaction was quenched with water and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with H2O, brine and dried (MgSO4). After removing the solvent under reduced pressure, column chromatography (silica gel, EtOAc/Hexane, 20:80) of the residue afforded the title compound as an oil (1.87 g, 60%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06051599 |
| 出典データセット | uspto-grants-2000_04 |
| ORD ID | ord-d1b9dadf127840b8997c5ba8940b310b |
| 出典メモ | uspto-grants-2000_04 |