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Dicyclohexylcarbodiimide → 2,3-Dicyano-4-hexyloxyphenyl 5-hexylthiophene-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | 2-(Pyrrolidin-1-yl)pyridine | HCID 11019020 | — |
| 反応物 | 5-Hexyl-2-thiophenecarboxylic acid | HCID 13128269 | — |
| 反応物 | 3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile | HCID 15006689 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2,3-Dicyano-4-hexyloxyphenyl 5-hexylthiophene-2-carboxylate | HCID 15006690 | 53.4% |
反応手順
0.50 g (2.36 mM) of 5-hexylthiophene-2-carboxylic acid (M.W.: 212), 0.58 g (2.36 mM) of 2,3-dicyanohydroquinone monohexyl ether (M.W.: 244) and 20 ml of THF were mixed and stirred. To the mixture, 0.49 g (2.36 mM) of dicyclohexylcarbodiimide (M.W.: 206) and 0.05 g of pyrrolidinopyridine were added, followed by stirring overnight at room temperature. After the reaction, the reaction mixture was subjected to filtration and the filtrate was subjected to distillation to obtain a crude product. The crude product was purified by silica gel column chromatography with the use of benzene and recrystallized from ethanol to obtain 0.55 g of an objective product (yield: 53.4%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05118441 |
| 出典データセット | uspto-grants-1992_06 |
| ORD ID | ord-cafb66d079024aa8b5340a302514b76d |
| 出典メモ | uspto-grants-1992_06 |