Réaction #1121716

Équation de réaction

hydroquinone

1,6-dibromo hexane

Potassium hydroxide

→

4-(6-bromohexyloxy)phenol

Rendement 39.4%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Autrefluxed at 60° C.
2. 2
   Autre(Celsius) overnight
3. 3
   Autreis lowered to a room temperature
4. 4
   Autremethanol was evaporated from the reaction mixture
5. 5
   ExtractionThen, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters))
6. 6
   AutreWater was removed over magnesium sulfate
7. 7
   Autrethe solvents were evaporated
8. 8
   Autrethe resulting reaction mixture
9. 9
   Autrewas purified

Mode opératoire

As shown in the following Scheme, hydroquinone (1) (4.5 g (grams)) and 1,6-dibromo hexane (2) (10 g (grams)) were dissolved in methanol (100 ml (milliliters)) at a room temperature. Potassium hydroxide (2.3 g (grams)) was added to the resulting mixture solution, and then fluxed at 60° C. (Celsius) overnight. Next day, the temperature of the reaction mixture is lowered to a room temperature, and methanol was evaporated from the reaction mixture. Then, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters)). Water was removed over magnesium sulfate, and the solvents were evaporated, and the resulting reaction mixture was purified using a column chromatography (developer solution: ethylacetate/hexane=1/5 volume ratio) to obtain 4.4 g (grams) of 4-(6-bromohexyloxy)phenol (3).

Source