2-(3-Benzyloxy-5-methoxyphenyl)-6,7-methylenedioxyquinolin-4-one → 2-(3-Hydroxy-5-methoxyphenyl)-6,7-methylenedioxyquinolin-4-one
Reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:17]2[CH2:26][C:25](=[O:27])[C:24]3[C:19](=[CH:20][C:21]4[O:30][CH2:29][O:28][C:22]=4[CH:23]=3)[N:18]=2)[CH:12]=[C:13]([O:15]C)[CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[OH:15][C:13]1[CH:12]=[C:11]([C:17]2[CH2:26][C:25](=[O:27])[C:24]3[C:19](=[CH:20][C:21]4[O:30][CH2:29][O:28][C:22]=4[CH:23]=3)[N:18]=2)[CH:10]=[C:9]([O:8][CH3:1])[CH:14]=1Participants
4
Procedure
A suspension of 0.5 g (1.245 mmol) of 165 and 0.25 g of palladium (10 wt % on activated carbon) in 60 mL of methanol was stirred at room temperature under hydrogen gas atmosphere for 24 h. The precipitate were collected and dissolved in 10% NaOH solution and then filtered. The filtrate was acidified with dil aq HCl and the precipitate was then collected and washed with acetone and water to give 166.