Propan-2-yl 4-(2,3-dichlorophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate → Isopropyl 4-(2,3-dichlorophenyl)-2,7,7-trimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate
Reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[C:18]2[C:17](=[O:19])[CH2:16][C:15]([CH3:21])([CH3:20])[CH2:14][C:13]=2[NH:12][C:11]([CH3:22])=[C:10]1[C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24]>C(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[C:18]2[C:17](=[O:19])[CH2:16][C:15]([CH3:20])([CH3:21])[CH2:14][C:13]=2[N:12]=[C:11]([CH3:22])[C:10]=1[C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
1.6 g (3.8 mmol) of the compound from Example V are dissolved in 350 ml of CH2Cl2 and treated with 7.5 g of MnO2. The mixture is kept under reflux for 2 h, solid is filtered off with suction through Celite and the filtrate is concentrated. The residue crystallizes from ether/petroleum ether. 1.1 g (69% of theory) of the title compound are obtained.