Tetracyanoethylene → 2-Cyano-3-(4-dibutylamino-2-methoxyphenyl)-2-butenedinitrile
Reaktionsgleichung
[C:1]([C:3]([C:9]#[N:10])=[C:4]([C:7]#[N:8])[C:5]#[N:6])#N.[CH2:11]([N:15]([CH2:24][CH2:25][CH2:26][CH3:27])[C:16]1[CH:21]=[CH:20]C=[C:18]([O:22][CH3:23])[CH:17]=1)[CH2:12][CH2:13][CH3:14]>CN(C)C=O>[C:5]([C:4](=[C:3]([C:1]1[CH:20]=[CH:21][C:16]([N:15]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:17][C:18]=1[O:22][CH3:23])[C:9]#[N:10])[C:7]#[N:8])#[N:6]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
In 8 ml of N,N-dimethylformamide, 0.5 g (3.9 mmol) of tetracyanoethylene was dissolved. With stirring under ice cooling, 0.8 g (3.4 mmol) of dibutyl(3-methoxyphenyl)amine was dissolved in 2 ml of N,N-dimethylformamide and added dropwise. The mixture was stirred for 35 minutes. After the ice bath was removed, the mixture was further stirred for 2 hours. After the reaction mixture was poured into 100 ml of water, extraction with chloroform, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography and washed with hexane to give 0.88 g of a black crystal having a mp of 86° C. (yield: 77.2%).