C([O:8][C:9]1[C:18]([O:19][CH3:20])=[C:17]2[C:12]([C:13](=[O:31])[C:14]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)=[C:15]([CH:21]([CH3:23])[CH3:22])[O:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>O1CCCC1.C(O)C.Cl.[Pd].[C]>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([C:14]2[C:13](=[O:31])[C:12]3[C:17](=[C:18]([O:19][CH3:20])[C:9]([OH:8])=[CH:10][CH:11]=3)[O:16][C:15]=2[CH:21]([CH3:23])[CH3:22])=[CH:29][CH:28]=1A suspension of 7-benzyloxy-3-(4-chlorophenyl)-2-isopropyl-8-methoxy-chromen-4-one (2.68 g, 6.16 mmol) and Pd/carbon (20%, 268 mg) in tetrahydrofuran (30 ml), absolute ethanol (30 ml) and 5M HCl solution (15 ml) is stirred under a balloon of H2 at room temperature for 3 h. The reaction mixture is filtered through a pad of Celite filter aid, which is itself washed with tetrahydrofuran. The solvent is removed under reduced pressure to afford the desired product, which is used without further purification.
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