Sodium Hydroxide → HCID 23295627, compound

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][CH:8]1[CH2:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][C:14]=2[CH:17]([CH3:19])[CH3:18])[C:9]1=[O:21].[OH-].[Na+]>C(OCC)C>[CH3:7][CH:8]1[CH2:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][C:14]=2[CH:17]([CH3:18])[CH3:19])[CH:9]1[OH:21]

Participants

Procedure

In a 1-liter three-necked flask equipped with a 300-ml dropping funnel and a Dimroth condenser were charged 5.00 g (0.132 mol) of lithium aluminum hydride and 300 ml of diethyl ether, to which was dripped down at 0° C. over 1.5 hours about 50 g (0.25 mol) of 2,7-dimethyl-4-isopropyl-1-indanone diluted with 200 ml of diethyl ether. After stirring at room temperature for 30 minutes, the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, 10 ml of ice water and 10 ml of aqueous sodium hydroxide solution were added at 0° C. and the resulting mixture was extracted with diethyl ether. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and with saline and then dried over sodium sulfate. Sodium sulfate was removed by filtration and the solvent was distilled off under reduced pressure.