Reaktion #52104

Reaktionsgleichung

Diamide

1,7-diacetamido-3,5-dimethyladamantane

diethyene glycol

→

diamine

Ausbeute 70.4%

1,7-diamino-3,5-dimethyladamantane

Ausbeute 70.4%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe reaction mixture was extracted with a solvent
2. 2
   WaschenThe combined organic solvent was washed with water and brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   EinengenThe solution was concentrated to approximately 20 mL
5. 5
   workup.ADDITIONAnhydrous hydrogen chloride in ethyl acetate was added
6. 6
   FiltrationThe precipitate was filtered
7. 7
   workup.DISSOLUTIONThe product was then dissolved in water (10 mL)
8. 8
   ExtraktionThe product was extracted with ethyl acetate (10 mL×6)
9. 9
   SonstigeSolvent was removed

Vorschrift

Diamide 3 (1.56 g) was added to diethyene glycol (25 mL). The reaction mixture was stirred at 175˜180° C. for 16 h. The brown solution was cooled to room temperature, and water was added (100 mL). The reaction mixture was extracted with a solvent consisting of ethyl acetate (80%) and t-butylmethyl ether (20%) (70 mL×7). The combined organic solvent was washed with water and brine, and dried over sodium sulfate. The solution was concentrated to approximately 20 mL. Anhydrous hydrogen chloride in ethyl acetate was added. The precipitate was filtered. The product was then dissolved in water (10 mL). The product was extracted with ethyl acetate (10 mL×6). Solvent was removed to afford diamine 4 as an off-white solid (767 mg).

Quelle