Malononitrile → 1,1-Cyclohexanedicarbonitrile
반응식
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[CH2:6]1[CH2:16][CH2:15]N2C(=NCCC2)[CH2:8][CH2:7]1.BrCCCCCBr>CN(C=O)C>[C:2]1([C:1]#[N:5])([C:3]#[N:4])[CH2:15][CH2:16][CH2:6][CH2:7][CH2:8]1참가 물질
5
반응 조건
- 온도
- 80 °C
실험 절차
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).
후처리
- customThe ice bath was removed
- temperatureAfter cooling down
- additionthe reaction was poured into DCM
- washThe organic layer was washed several times with 5% NaHCO3
- dry with materialthe organic layer dried over Na2SO4
- customthe solvent evaporated under reduced pressure
- customThe crude product was purified by flash chromatography
- washeluting with PA
출처 및 근거
- ORD 기록
- ord-6fd184aa2b2d410cbf5673a32407f20a
- 출처 데이터셋
- uspto-grants-2014_05
- 특허 번호
- US08722887B2
반응 노트
불러오는 중…