Реакция #52104

Уравнение реакции

Diamide

1,7-diacetamido-3,5-dimethyladamantane

diethyene glycol

→

diamine

Выход 70.4%

1,7-diamino-3,5-dimethyladamantane

Выход 70.4%

Растворители

water

Условия реакции

Обработка

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

Методика

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).

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