Réaction #47843

Équation de réaction

1-Bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

benzylamine

sodium iodide

→

titled compound

Rendement 44.0%

1-benzylamino-6-methoxy-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

Rendement 44.0%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Températureby refluxing for 6 hrs
2. 2
   LavageThe resulting mixture washed with saturated saline
3. 3
   Extractionextracted with ethyl acetate
4. 4
   AutreThe organic layer was separated
5. 5
   Séchagedried over anhydrous MgSO4
6. 6
   Concentrationconcentrated under a reduced pressure
7. 7
   AutreThe resulting residue was purified by flash chromatography

Mode opératoire

1-Bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (120 mg, 0.32 mmol) obtained in Example 18 was dissolved in THF (10 mL), and benzylamine (102.87 mg, 0.11 mL, 0.93 mmol) and sodium iodide (9.60 mg, 0.06 mmol) were added thereto, followed by refluxing for 6 hrs. The resulting mixture washed with saturated 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 56 mg of the titled compound (yield: 44%).

Source