Sodium Hydroxide → HCID 178448052, compound

Participants

Reaction Steps

Under a nitrogen gas stream, 200 ml of THF was cooled to 5° C. or less on an ice bath, and 4.31 g (113 mmol) of lithium aluminum hydride was then added, followed by stirring. Next, 200 ml of a THF solution containing 40.0 g (151 mmol) of crude 3-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)propanal obtained in the third step of Example 2 was added dropwise, while the same temperature was kept, followed by stirring at room temperature for 6 hours. The reaction mixture was slowly added to 50 ml of a 2N aqueous sodium hydroxide solution, and then stirred at 50° C. for 30 minutes. The reaction mixture was filtered through Celite, and the solvent was then distilled off under reduced pressure, followed by extraction with ethyl acetate. Afterward, the extract was dried over anhydrous magnesium sulfate. Next, the solvent was distilled off under reduced pressure to obtain 34.0 g of crude 3-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)propanol.

Provenance & Evidence