Reacción #359506

Ecuación de reacción

2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine

1,2-bis(bromomethyl)benzene

potassium carbonate

N,N-dimethylformamide

→

title compound

Rendimiento 15.3%

2-(2,2,4,6,7-Pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl)isoindoline

Rendimiento 15.3%

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe product was extracted twice with ethyl acetate
2. 2
   LavadoThe combined organic layers were washed with water
3. 3
   Otrodried on magnesium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine (1.00 g, 3.55 mmol), 1,2-bis(bromomethyl)benzene (1.03 g, 3.91 mmol), potassium carbonate (540 mg, 3.91 mmol), and N,N-dimethylformamide (20 ml) was stirred at room temperature for 1 hour. Water was added into the reaction mixture and the product was extracted twice with ethyl acetate. The combined organic layers were washed with water, dried on magnesium sulfate, filtered, and then concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel (hexane-ethyl acetate 10:1) to obtain 208 mg (15% yield) of the title compound. Melting point: 164-166° C. (Ethyl acetate-hexane)

Fuente