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Hexane → 1-dibutylcarbamoyl-1H-indole-4-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | Dibutylcarbamoyl chloride | HCID 83371 | — |
| 反応物 | Indole-4-carboxylic acid | HCID 595229 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-dibutylcarbamoyl-1H-indole-4-carboxylic acid | HCID 66679274 | — |
反応手順
To 1H-Indole-4-carboxylic acid (611, 251 mg, 1.56 mmol) in tetrahydrofuran (3 mL), was added 2.5M n-butyllithium in hexane (1.28 mL, 3.19 mmol) at −78° C. After 30 minutes, dibutyl carbamyl chloride (657 mg, 3.43 mmol) was added and stirred for two hours. The reaction solution was quenched with 1M HCl (aq.) and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtrated and concentrated. The desired compound was isolated with silica gel column chromatography using 10% ethyl acetate in hexane to give a white solid (612, 88 mg, 18%). MS (ESI) [M+H+]+=315.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08143271B2 |
| 出典データセット | uspto-grants-2012_03 |
| ORD ID | ord-1b83b38d254c46e28136043b37614f28 |
| 出典メモ | uspto-grants-2012_03 |