関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Carbon Dioxide | HCID 280 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | 2,3-Difluorophenol | HCID 80879 | — |
| 反応物 | 4-Ethoxy-2,3-difluorobenzoic acid | HCID 2769400 | — |
| 反応物 | 1-Ethoxy-2,3-Difluorobenzene | HCID 2782928 | — |
| 反応物 | Diethyl sulfate potassium carbonate | HCID 86747043 | — |
| 反応物 | HCID 178448131 | HCID 178448131 | — |
| 反応物 | HCID 178483778 | HCID 178483778 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | HCID 178448133 | HCID 178448133 | — |
反応手順
0.1 mol of 2,3-difluoro-4-ethoxybenzoic acid (preparable from 2,3-difluorophenol by alkylation using diethyl sulfate/potassium carbonate in dimethylformamide, metallation of the 2,3-difluorophenetole in the 4-position using butyllithium/tetramethylethylenediamine in tetrahydrofuran (THF) at -70° to -80° and reaction with solid carbon dioxide), 0.01 mol of 4-dimethylaminopyridine and 0.1 mol of trans-4-propylcyclohexanol are initially introduced in 150 ml of dichloromethane, a solution of 0.1 mol of dicyclohexylcarbodiimide in 30 ml of dichloromethane is added dropwise at 10° with stirring, and the mixture is subsequently stirred at room temperature for 15 hours. The mixture is filtered through silica gel with suction, the solvent is evaporated, and trans-4-propylcyclohexyl 2,3-difluoro-4-ethoxybenzoate is obtained as a residue and is purified by crystallization. Mp. 93°, cp. (48°).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05230827 |
|---|
| 出典データセット | uspto-grants-1993_07 |
|---|
| ORD ID | ord-c0a7ba1d70d94fcfa35835ddd9b19302 |
|---|
| 出典メモ | uspto-grants-1993_07 |
|---|
