反应详情

14.6 g of 4-[(4-dipropylaminobutyl)methylamino]methylbenzonitrile (2b), 292 ml of ethanol, and 102 ml of a 1N sodium hydroxide aqueous solution were charged in a 1-liter recovery flask. 1.46 g (10 wt %) of Raney nickel prepared using the method described in Example 1 was slowly added to the solution. After replacing the atmosphere in the flask with nitrogen and then with hydrogen, the mixture was stirred at room temperature for 17 hours using a hydrogen balloon. After confirming the disappearance of the raw material, the catalyst was removed by celite filtration, and the product was washed with 70% ethanol solution. The obtained filtrate was concentrated under reduced pressure. After the addition of 100 ml of distilled water to the residue, the product was extracted twice with 200 ml of hexane. The organic layer was washed with 100 ml of a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and concentrated, thereby obtaining 14.5 g of 4-[(4-dipropylaminobutyl)methylamino]methylbenzylamine (13) as a yellow oily substance (yield: 98%, GC: 93%). [HPLC: 90% (HPLC measurement conditions A)]

1. additionwas slowly added to the solution
2. customthe catalyst was removed by celite filtration
3. washthe product was washed with 70% ethanol solution
4. concentrationThe obtained filtrate was concentrated under reduced pressure
5. additionAfter the addition of 100 ml of distilled water to the residue
6. extractionthe product was extracted twice with 200 ml of hexane
7. washThe organic layer was washed with 100 ml of a saturated sodium chloride aqueous solution
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated