Reaktion #64187

Reaktionsgleichung

water

lithium diisopropylamide

cycloheptanone

4-[1-(imidazolyl)methyl]benzonitrile

→

4-[1-hydroxycyclohept-1-yl-1-(imidazolyl)methyl]benzonitrile

Lösungsmittel

tetrahydrofuran

ethyl acetate

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred further for 1 hour
2. 2
   Temperaturheated to 25°
3. 3
   Waschenwashed neutral with water
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated to dryness under vacuum

Vorschrift

10 g of 4-[1-(imidazolyl)methyl]benzonitrile is dissolved in 270 ml of tetrahydrofuran and combined at -50° with 40 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour at -60° combined with 6 5 g of cycloheptanone, stirred further for 1 hour, and heated to 25°. Then water is added, the mixture is diluted with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, thus producing 16 g of crude 4-[1-hydroxycyclohept-1-yl-1-(imidazolyl)methyl]benzonitrile.

Quelle