Reacción #1149061

Ecuación de reacción

diisopropylamine

triethylamine

6-bromo-2-naphthoyl chloride

→

title compound

6-bromo-N,N-diisopropyl-2-naphthamide

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   OtroA half amount of the solvent was evaporated under reduced pressure
3. 3
   workup.ADDITIONthe residue was diluted with ethyl acetate
4. 4
   Lavadowashed successively with water, 1N aqueous sodium hydroxide solution, water and saturated brine
5. 5
   Secadodried over magnesium sulfate
6. 6
   OtroThe solvent was evaporated
7. 7
   Lavadothe obtained solid was washed with isopropyl ether

Procedimiento

To a solution (800 mL) of diisopropylamine (112 mL) and triethylamine (112 mL) in THF was added dropwise a solution (400 mL) of 6-bromo-2-naphthoyl chloride in THF under ice-cooling. The mixture was stirred at room temperature for 1 hr. A half amount of the solvent was evaporated under reduced pressure, and the residue was diluted with ethyl acetate, washed successively with water, 1N aqueous sodium hydroxide solution, water and saturated brine and dried over magnesium sulfate. The solvent was evaporated and the obtained solid was washed with isopropyl ether to give the title compound (117 g) as colorless flakes.

Fuente