Acetonitrile → 2-benzoylcyclohexane-1,3-dione

反応式

[C:1]([O:9][C:10]1[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH:11]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](=[O:20])([O-])[O-].[K+].[K+].[NH:23]1[CH:27]=NC=[N:24]1.[C:28](#[N:30])[CH3:29]>>[C:17]([CH:11]1[C:12](=[O:16])[CH2:13][CH2:14][CH2:15][C:10]1=[O:9])(=[O:20])[C:29]1[CH:28]=[CH:4][CH:3]=[CH:2][CH:1]=1.[C:1]([C:28]1[N:30]=[N:24][NH:23][CH:27]=1)(=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

反応物 4

HCID 6342Acetonitrile

HCID 92571H-1,2,4-Triazole

HCID 11430Potassium Carbonate

HCID 3641779(3-oxocyclohexen-1-yl) benzoate

生成物 2

HCID 108568932-benzoylcyclohexane-1,3-dione

HCID 178519495HCID 178519495、化合物

実験手順

3-(benzoyloxy)-2-cyclohexen-1-one (2.32 g), potassium carbonate (1.99 g), 1,2,4-triazole (0.034 g) and acetonitrile (20 ml) were placed in a 50 ml round-bottomed flask containing a magnetic follower. The flask was stoppered and placed in a 35° C. thermostatted bath. The white suspension/solution in the flask was then stirred rapidly and periodically the stirring was stopped for HPLC analysis samples to be taken. After 2 hours the reaction mixture had turned yellow and 45% of the enol ester had reacted to form 2-benzoyl-1,3-cyclohexanedione and benzoyl triazole. The reaction mixture had also thickened slightly, but was not immobile. After 6 hours the reaction was complete by HPLC with all enol ester and benzoyl triazole used up.