Réaction #64197

Équation de réaction

adamantanone

lithium diisopropylamide

4-[1-(1,2,4-triazolyl)methyl]benzonitrile

water

→

4-(2-hydroxyadamant-2-yl-1(1,2,4-triazolyl)methyl]benzonitrile

Rendement 99.1%

Solvants

tetrahydrofuran

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Températureheated to 25°
2. 2
   Extractionthe mixture is extracted twice with ethyl acetate
3. 3
   Lavagewashed neutral with water
4. 4
   Séchagedried over sodium sulfate
5. 5
   Concentrationconcentrated to dryness under vacuum

Mode opératoire

5 g of 4-[1-(1,2,4-triazolyl)methyl]benzonitrile is dissolved in 100 ml of tetrahydrofuran and combined at -50° with 19.8 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour, further stirred with 4.25 g of adamantanone for 1 hour at -70°, and heated to 25°. Then water is added, the mixture is extracted twice with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, yielding 9 g of crude 4-(2-hydroxyadamant-2-yl-1(1,2,4-triazolyl)methyl]benzonitrile.

Source