Reaction #992718

Reaction equation

2,7-bis(acetylamino)dibenzodioxin

iodobenzene

potassium carbonate

quinoline

→

crude product

2,7-bis(N-phenylacetylamino)dibenzodioxin

Solvents

water

methylene chloride

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   TemperatureThe reaction mixture was cooled to room temperature
3. 3
   Othera precipitate was separated by filtration
4. 4
   workup.ADDITIONTo the filtrate was added 500 ml of water
5. 5
   Otherthe organic layer was separated from the aqueous layer
6. 6
   ConcentrationThe organic layer was concentrated
7. 7
   Otherdried under reduced pressure

Procedure

A slurry prepared from 34.3 g (0.115 mole) of 2,7-bis(acetylamino)dibenzodioxin, 96.4 g (0.576 mole) of iodobenzene, 48.2 g (0.253 mole) of copper (I) iodide, 63.6 g (0.460 mole) of potassium carbonate, and 1500 ml of quinoline was heated with stirring at 170° C. for 48 hours. The reaction mixture was cooled to room temperature, 500 ml of methylene chloride and 500 ml of water were added, and a precipitate was separated by filtration. To the filtrate was added 500 ml of water and the organic layer was separated from the aqueous layer. The organic layer was concentrated and dried under reduced pressure to give 79.4 g of a crude product which was used without purification in the next reaction.

Source