Реакция #47814

Уравнение реакции

6-Bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

Pyridine

morpholine

→

titled compound

Выход 16.1%

6-morpholine-4-ylmethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

Выход 16.1%

Растворители

N,N-dimethyl formamide

Условия реакции

Обработка

1. 1
   ДругоеUpon the completion of the reaction
2. 2
   Промывкаthe resulting mixture washed successively with saturated ammonium chloride and saline
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ДругоеThe organic layer was separated
5. 5
   Сушкаdried over anhydrous MgSO4
6. 6
   Концентрированиеconcentrated under a reduced pressure
7. 7
   ДругоеThe resulting residue was purified by flash chromatography

Методика

6-Bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.1 g, 2.96 mmol) obtained in Step 5 was dissolved in N,N-dimethyl formamide. Pyridine (264 μl, 3.26 mmol) and morpholine (284 μl, 3.26 mmol) were added thereto, followed by stirring for 2 hrs. Upon the completion of the reaction, the resulting mixture washed successively with saturated ammonium chloride and saline and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 180 mg of the titled compound (yield: 16.1%) in red oil state.

Источник