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Dimethylformamide → 1,4,6-Trimethyl-1H-indole-3-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Diphosphoryl tetrachloride | HCID 4432411 | — |
| 反応物 | 1,4,6-Trimethyl-1H-indole | HCID 13411053 | — |
| 生成物 | 1,4,6-Trimethyl-1H-indole-3-carbaldehyde | HCID 53433946 | 93% |
反応手順
A solution of 1,4,6-trimethyl-1H-indole (800 mg, 5 mmol) in DMF (0.9 mL) is cooled to 5° C. under nitrogen. Pyrophosphoryl chloride (1.4 mL, 10 mmol) is then slowly introduced. Upon complete addition the cooling bath is removed and the reaction is allowed to warm to ambient temperature. After a total of 45 minutes, the reaction is recooled to 5° C. and is slowly quenched with 2N NaOH. The pH of the solution is adjusted to 8. The precipitated solid is collected by filtration and is washed with water to afford 1,4,6-Trimethyl-1H-indole-3-carbaldehyde (875 mg, 93%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08377949B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-9b2fc06614244885b6f6f2cb541a336c |
| 出典メモ | uspto-grants-2013_02 |