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Triethylamine → 2-[(4-Bromo-2-fluorophenyl)iminomethyl]-3-methylphenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Bromo-2-fluoroaniline | HCID 123050 | — |
| 反応物 | 2-Hydroxy-6-methylbenzaldehyde | HCID 585174 | — |
| 触媒 | p-Toluenesulfonic acid | HCID 6101 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-[(4-Bromo-2-fluorophenyl)iminomethyl]-3-methylphenol | HCID 136342041 | 99.7% |
反応手順
A solution of 4-bromo-2-fluoroaniline (19.6 g, 103.16 mmol), 2-hydroxy-6-methyl-benzaldehyde (14.03 g, 103.16 mmol) and p-toluenesulfonic acid (188 mg, 0.99 mmol) in toluene (300 mL) was heated to reflux in a Dean-Stark apparatus for 1 h and then allowed to cool to ambient temperature. After adding triethylamine (0.8 mL) the reaction mixture was concentrated to give the crude title compound (31.7 g, 99%) which was used without further purification. Data: 1H-NMR (400 MHz, CDCl3) δ 2.52 (s, 3H), 6.72 (d, J=7.6 Hz, 1H), 6.88 (d, J=8.6 Hz, 1H), 5.15 (t, J=7.8 Hz, 1H), 7.26-7.38 (m, 3H), 9.03 (s, 1H), 13.63 (s, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08063037B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-b0258ddc93b44685815189650c94b970 |
| 出典メモ | uspto-grants-2011_11 |