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Dimethylformamide → 4-(2-Methylbutan-2-yl)benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1-Bromo-4-(2-methylbutan-2-yl)benzene | HCID 12900989 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 生成物 | 4-(2-Methylbutan-2-yl)benzaldehyde | HCID 473780 | 90% |
反応手順
The title compound was synthesized in analogy to example S1-A using 1-bromo-4-(1,1-dimethylpropyl)-benzene (synthesized in analogy to a procedure described in J. Chem. Res. Miniprint., 1997, 12, 2701-2733) (250 mg, 1.10 mmol), nBuLi (825 μl, 1.6M solution in hexane, 1.32 mmol) and DMF (427 μl, 5.50 mmol). The isolated residue was purified by flash column chromatography (1:9 ether:pentane) to give 4-(1,1-dimethylpropyl)-benzaldehyde (175 mg, 90%) as a colorless oil. 1H NMR (CDCl3, 300 MHz): 9.99 (s, 1H), 7.82 (d, J=8.5 Hz, 2H), 7.50 (d, J=8.5 Hz, 2H), 1.69 (q, J=7.5 Hz, 2H), 1.32 (s, 6H), 0.68 (t, J=7.5 Hz, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745477B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-c110833773804ffe919fd0ad2a44a134 |
| 出典メモ | uspto-grants-2010_06 |