Réaction #69564

Équation de réaction

sodium

1-bromo-3,5-dimethyl adamantane

water

→

product

Rendement 159.6%

3,3′,5,5′-tetramethyl-1,1′-biadamantane

Rendement 159.6%

Solvants

n-octane

n-octane

Conditions de réaction

Traitement

1. 1
   AutreA four-neck 1000 ml flask provided with a thermometer, stirrer
2. 2
   Températurereflux tube
3. 3
   workup.ADDITIONwas gradually added dropwise
4. 4
   Autrewas kept at 0° C. to 5° C
5. 5
   workup.ADDITIONAfter the end of the dropwise addition, when the temperature
6. 6
   Autrethe crude product was separated by filtration
7. 7
   Lavagerinsed with pure water
8. 8
   Autredried
9. 9
   AutreFurther, the crude product was recrystallized by hot hexane
10. 10
    AutreThe obtained recrystallized product
11. 11
    Autrewas dried under reduced pressure

Mode opératoire

A four-neck 1000 ml flask provided with a thermometer, stirrer, and reflux tube was charged with metal sodium 14 g (0.6 mol) and n-octane 600 ml and was cooled to an inside temperature of 0° C. While vigorously stirring, 1-bromo-3,5-dimethyl adamantane 73.0 g (0.3 mol) previously dissolved in n-octane 300 ml was gradually added dropwise. While dropping, the inside temperature was kept at 0° C. to 5° C. After the end of the dropwise addition, when the temperature no longer rose, the reaction was continued for 1 hour. After that, the reactant was poured into cold water 1500 ml, then the crude product was separated by filtration, rinsed with pure water, and dried. Further, the crude product was recrystallized by hot hexane. The obtained recrystallized product was dried under reduced pressure to obtain the product 78.2 g.

Source