Reaktion #172485

Reaktionsgleichung

3,5-dimethoxybromobenzene

dibutylamine

potassium bistrimethylsilylamide

→

4-dibutylamino-3,5-dimethoxybenzene

Ausbeute 88.2%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGAfter well-stirred
3. 3
   Temperaturthe mixture was heated
4. 4
   Temperaturunder reflux
5. 5
   workup.STIRRINGwith stirring overnight
6. 6
   Extraktionsubjected to 3 times of extraction with 200 ml of chloroform
7. 7
   WaschenWashing with a saturated saline solution
8. 8
   Trocknendrying over anhydrous magnesium sulfate, and concentration
9. 9
   SonstigeThe residue was purified by silica gel chromatography

Vorschrift

In a stream of argon, to 300 ml of dioxane were added 21.7 g (100 mmol) of 3,5-dimethoxybromobenzene and 13.0 g (100 mmol) of dibutylamine, and 22.0 g (110 mmol) of potassium bistrimethylsilylamide was added thereto with stirring. After well-stirred, the mixture was heated under reflux with stirring overnight. The reactant was poured into 2 L of ice water and subjected to 3 times of extraction with 200 ml of chloroform. Washing with a saturated saline solution, drying over anhydrous magnesium sulfate, and concentration were performed. The residue was purified by silica gel chromatography to give 23.4 g (yield: 88%) of 4-dibutylamino-3,5-dimethoxybenzene as a colorless transparent oily matter.

Quelle