関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Malononitrile | HCID 8010 | — |
| 反応物 | 1,5-Dibromopentane | HCID 8100 | — |
| 反応物 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1,1-Cyclohexanedicarbonitrile | HCID 544561 | — |
反応手順
Malononitril (15.0 g) was dissolved in dry DMF (200 mL). Subsequently, DBU (75 mL) and 1,5-dibromopentane (34 mL) were added at 0° C. (ice bath). The ice bath was removed and the reaction was stirred for 2 h at 80° C. After cooling down, the reaction was poured into DCM. The organic layer was washed several times with 5% NaHCO3, the organic layer dried over Na2SO4 and the solvent evaporated under reduced pressure. The crude product was purified by flash chromatography eluting with PA:EtOAc (9:1) yielding 25.7 g white crystals. 1H NMR (400 MHz, CDCl3) δ 1.48-1.61 (m, 2H), 1.68-1.84 (m, 4H), 2.13 (t, J=6 Hz, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07728018B2 |
|---|
| 出典データセット | uspto-grants-2010_06 |
|---|
| ORD ID | ord-0f24ae48faae41c7bd08e7d80696285f |
|---|
| 出典メモ | uspto-grants-2010_06 |
|---|
