Dimethylformamide dimethyl acetal → 5-(4-Chlorophenyl)-2-[(dimethylamino)methylene]-1,3-cyclohexanedione
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[C:11](=[CH:18][N:19]([CH3:21])[CH3:20])[C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1Participants
3
Procedure
5-(4-Chloro-phenyl)-cyclohexane-1,3-dione (1.0 g, 4.5 mmol) was suspended in N,N-dimethylformamide dimethylacetal (5 ml) and heated at reflux for 4 h. The reaction mixture was cooled to ambient temperature and the precipitate was filtered, washed with diethyl ether and dried under air suction. The required product was obtained as a yellow solid which was used in the next step without further purification.
Workup
- temperatureheated
- temperatureat reflux for 4 h
- filtrationthe precipitate was filtered