Hydrochloric Acid → HCID 18348611, compound

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:17]([O:18][CH3:19])=[C:16]([O:20][CH3:21])[C:15]([O:22][CH3:23])=[C:14]2[C:10]=1[CH2:11][CH:12]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:38]=[CH:37][C:32]([C:33](OC)=[O:34])=[CH:31][CH:30]=1)[CH2:13]2.Cl>C(OCC)C>[CH3:23][O:22][C:15]1[C:16]([O:20][CH3:21])=[C:17]([O:18][CH3:19])[C:9]([O:8][CH3:7])=[C:10]2[C:14]=1[CH2:13][CH:12]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:30]=[CH:31][C:32]([CH2:33][OH:34])=[CH:37][CH:38]=1)[CH2:11]2

Participants

Procedure

Lithium aluminium hydride (68.3 mg, 1.80 mmols) was added to a diethyl ether (10 ml) solution of methyl 4-[4-(4,5,6,7-tetramethoxyindan-2-yl)butoxy]benzoate (400 mg, 0.900 mmols), with cooling with ice, then the mixture was warmed to room temperature, and stirred for 1 hour. 1N hydrochloric acid was added to the reaction mixture with cooling with ice, which was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo to obtain the entitled compound (370 mg) as an oil.