Hydrochloric Acid → HCID 18348588, compound

Reaction equation

O[CH:2]1[C:10]2[C:5](=[C:6]([O:17][CH3:18])[C:7]([O:15][CH3:16])=[C:8]([O:13][CH3:14])[C:9]=2[O:11][CH3:12])[CH2:4][CH:3]1[CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1.Cl>[C].[Pd].CO>[CH3:18][O:17][C:6]1[C:7]([O:15][CH3:16])=[C:8]([O:13][CH3:14])[C:9]([O:11][CH3:12])=[C:10]2[C:5]=1[CH2:4][CH:3]([CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH2:2]2

Participants

Procedure

A methanol (30 ml) suspension of methyl 4-[4-(1-hydroxy-4,5,6,7-tetramethoxyindan-2-yl)butoxy]benzoate (1.50 g, 3.26 mmols), concentrated hydrochloric acid (0.0652 ml, 0.652 mmols) and 10% palladium-carbon (300 mg) was stirred under a hydrogen stream at room temperature for 4 hours. The palladium-carbon was removed by filtration, and the filtrate was concentrated in vacuo. The resulting crude product was purified by recrystallization (from hexane) to obtain the entitled compound (1.25 g) as crystals.