Réaction #2282772

Équation de réaction

sodium hydroxide

phenol

1-bromo-3,5-dimethyladamantane

→

1-(3,5-dimethyladamantyl)phenol

Rendement 37.0%

Solvants

water

water

Conditions de réaction

Traitement

1. 1
   AutreInto a 2 liter flask equipped with a thermometer
2. 2
   workup.ADDITIONA stream of nitrogen gas was introduced into the flask
3. 3
   Températurethe obtained mixture was heated under the refluxing condition in an oil bath for 10 minutes
4. 4
   Autreto obtain a fluid
5. 5
   Autreseparated in two layers
6. 6
   TempératureThe fluid was cooled in an ice bath
7. 7
   Autreto obtain a white solid substance
8. 8
   Filtrationfiltered

Mode opératoire

Into a 2 liter flask equipped with a thermometer, a Dimroth condenser, an inlet for nitrogen gas and a stirrer, 77.4 g (0.822 moles) of phenol and 20.0 g (0.0822 moles) of 1-bromo-3,5-dimethyladamantane were placed. A stream of nitrogen gas was introduced into the flask, and the resultant mixture was heated under the refluxing condition in an oil bath for 30 minutes. Then, 800 ml of water was added, and the obtained mixture was heated under the refluxing condition in an oil bath for 10 minutes to obtain a fluid separated in two layers. The fluid was cooled in an ice bath, and the lower layer having an orange color was solidified to obtain a white solid substance. The white solid substance was taken out by decantation, stirred twice in 500 ml of a 2% aqueous solution of sodium hydroxide and twice in 500 ml of water and then filtered, and 7.8 g of 4-(1-(3,5-dimethyladamantyl)phenol was obtained (the yield: 37%).

Source