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Dicyclohexylcarbodiimide → Retinal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | 2-Dimethylaminopyridine | HCID 21885 | — |
| 反応物 | Retinoic Acid | HCID 444795 | — |
| 反応物 | Retinol | HCID 445354 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Diethylether hexane | HCID 21584099 | — |
| 生成物 | Retinal | HCID 638015 | 129.7% |
反応手順
Retinoic acid (1.26 g, 0.0042 mol, Basf Co.), dicyclohexylcarbodiimide (DCC) (0.87 g, 0.0042 mol) and catalytic amount of dimethylaminopyridine (DMAP) were added to retinol (1.00 g, 0.0035 mol) dissolved in anhydrous dichloromethane (50 ml) at 0° C. The reaction solution was slowly warmed to room temperature and stirred for 12 hours under nitrogen atmosphere and under the condition for light and moisture to be intercepted. The reaction solution was filtered and the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (silica gel 60 for cc part, Merk Co., mesh size 270–400, hexane/diethylether=19/1, v/v) to give 1.55 g (Yield 78%) of the pale yellow title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07173062B2 |
| 出典データセット | uspto-grants-2007_02 |
| ORD ID | ord-9eb3a1f1fd5e4d55865230379739028c |
| 出典メモ | uspto-grants-2007_02 |