Water → HCID 20246850, compound
Reaction equation
Br[C:2]1([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]1=[O:18].[OH2:26]>[N+]([O-])([O-])=O.[Ag+]>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([C:2]2([OH:26])[C:10](=[O:11])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][C:8]=3[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:3]2=[O:18])=[CH:24][CH:23]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-bromo-2-(p-chlorophenyl)-4-phenylindane-1,3-dione (0.3 g), silver nitrate (0.15 g) ethanol (3 ml) and water (3 ml) was heated under reflux for 2 hours. After cooling, the precipitated solid was filtered off. The solvent was removed from the filtrate under reduced pressure and the residual solid was chromatographed in silica. Recrystallisation from ethanol-water of the fraction eluted with ethyl acetate afforded 2-(p-chlorophenyl)-2-hydroxy-4-phenylindane-1,3-dione, m.p. 161-163.