참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Malononitrile | HCID 8010 | — |
| 반응물 | 1,5-Dibromopentane | HCID 8100 | — |
| 반응물 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 1,1-Cyclohexanedicarbonitrile | HCID 544561 | — |
반응 단계
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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08722887B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_05 |
|---|
| ORD ID | ord-6fd184aa2b2d410cbf5673a32407f20a |
|---|
| 출처 메모 | uspto-grants-2014_05 |
|---|
