Réaction #412302

Équation de réaction

methylene chloride

methyl magnesium bromide

2-adamantanone

→

2-methyl-2-adamantanol

Rendement 80.0%

Solvants

THF

diethyl ether

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   AutreThen, the solution was put into a 1 liter flask
2. 2
   Autrewas removed
3. 3
   Autrea rotary evaporator
4. 4
   workup.ADDITIONthe resultant product was poured into water
5. 5
   Extractionextracted
6. 6
   Séchagewas then dried over magnesium sulfate
7. 7
   AutreThe obtained crude product
8. 8
   Autrewas recrystallized

Mode opératoire

110 ml of a solution of methyl magnesium bromide (3.0 M) in diethyl ether was diluted with 100 ml of anhydrous tetrahydrofuran (THF). Then, the solution was put into a 1 liter flask and then maintained at 0° C. 2-adamantanone (45 g, 0.3 mol) was dropped slowly using a dropping funnel and then the reaction was stirred at room temperature for about 12 hours. After completion of the reaction, excess THF was removed using a rotary evaporator and then the resultant product was poured into water. Then, the resultant product was neutralized with dilute sulfuric acid and extracted using diethyl ether and was then dried over magnesium sulfate. The obtained crude product was recrystallized using n-hexane and a methylene chloride cosolvent to yield the desired product 2-methyl-2-adamantanol (yield: 80%).

Source