Реакция #652868

Уравнение реакции

2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine

4-(2-phenylethyl)piperidine

triethylamine

→

title compound

Выход 42.5%

2,3-Dihydro-2,4,6,7-tetramethyl-2-[[4-(2-phenylethyl)-1-piperidinyl]methyl]-5-benzofuranamine

Выход 42.5%

Растворители

NaHCO3

Условия реакции

Обработка

1. 1
   ТемператураAfter cooling
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   ПромывкаThe extract was washed with saturated aqueous NaCl
4. 4
   Сушкаdried over MgSO4
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   ДругоеThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1:1)
7. 7
   Другоеrecrystallized from diisopropyl ether

Методика

In an autoclave, a mixture of 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine (1.5 g), 4-(2-phenylethyl)piperidine (2.0 g), and triethylamine (5.3 g) was stirred under argon gas at 180° C. for 15 hours. After cooling, the reaction mixture was diluted with saturated aqueous NaHCO3 and extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl and dried over MgSO4 and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1:1) and recrystallized from diisopropyl ether to provide 0.88 g of the title compound. Yield 42%.

Источник