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4-Methoxybenzyl alcohol → 4-Methoxybenzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methoxybenzyl alcohol | HCID 7738 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Chlorosuccinimide | HCID 31398 | — |
| 触媒 | Benzyltrimethylammonium bromide | HCID 21449 | — |
| 触媒 | Tempo | HCID 2724126 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-Methoxybenzaldehyde | HCID 31244 | 82.1% |
反応手順
p-Methoxybenzyl alcohol (2.0 g, 14.5 mmol), sodium carbonate (0.9 g, 8.7 mmol), TEMPO (23 mg, 0.15 mmol), benzyltrimethylammonium bromide (0.3 g, 1.5 mmol) and dichloromethane (15 ml) were put in a 50-ml egg plant type flask. The suspension was cooled to less than 10° C. in an ice bath and thereto was added NCS (2.1 g, 16 mmol) divided in two portions. The insoluble materials were filtered off and the filtrate was washed with 5% aqueous sodium bicarbonate solution. The crude product was purified by distillation to give p-anisaldehyde (1.62 g, yield 82%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07208634B2 |
| 出典データセット | uspto-grants-2007_04 |
| ORD ID | ord-fde65103bc6d4a2587e9f50b7335da7f |
| 出典メモ | uspto-grants-2007_04 |