反応 #40759

反応方程式

Malononitril

DBU

1,5-dibromopentane

→

white crystals

Cyclohexane-1,1-dicarbonitrile

溶媒

DMF

反応条件

後処理

1. 1
   その他The ice bath was removed
2. 2
   温度After cooling down
3. 3
   workup.ADDITIONthe reaction was poured into DCM
4. 4
   洗浄The organic layer was washed several times with 5% NaHCO3
5. 5
   乾燥the organic layer dried over Na2SO4
6. 6
   その他the solvent evaporated under reduced pressure
7. 7
   その他The crude product was purified by flash chromatography
8. 8
   洗浄eluting with PA

実験手順

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).

出典