化工社化工社 化学情報印刷レポート · 研究参考用
Methyl iodide → 3,5-DI-Tert-butyl-4-methoxybenzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Methane, dichloromethoxy- | HCID 21004 | — |
| 反応物 | Tin tetrachloride | HCID 24287 | — |
| 反応物 | 2,6-Di-tert-butylphenol | HCID 31405 | — |
| 触媒 | Benzyl triethylammonium chloride | HCID 66133 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3,5-DI-Tert-butyl-4-methoxybenzaldehyde | HCID 12910939 | 47.7% |
反応手順
A mixture containing 2 g (9.7 mmol) 2,6-di-tert-butyl phenol, 0.4 g NaOH dissolved in 4 ml water, 13.7 g (60.1 mmol) benzyl triethyl ammonium chloride and 12 g (84.5 mmol) methyl iodide was heated at 45° for 18 h. After purification 0.67 g 2,6-di-tert-butyl anisol was obtained. This compound (1.46 g, 6.63 mmol) was formylated by reaction at 0° C. with dichloromethyl methyl ether (1.15 g, 10 mmol) in presence of tin tetrachloride (3.1 g, 11.9 mmol) in 20 ml CH2Cl2. After hydrolysis and extraction into ether, 1.15 g of 3,5-di-tert-butyl-4-methoxybenzaldehyde were obtained (MS: m/e=248: M+; 233=M+ --CH3).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05424303 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-10bd30426ab0424eb72c822219e8e9e9 |
| 出典メモ | uspto-grants-1995_06 |