Reaktion #64195
ord-fbb1f373f49f4069a88ae022b4f78436
Reaktionsgleichung
cycloheptanone
lithium diisopropylamide
4-[1-(1,2,4-triazolyl)methyl]benzonitrile
water
→
4-[1-hydroxycyclohept-1-yl-1-(1,2,4-triazolyl) methyl]benzonitrile
Ausbeute 98.2%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Temperaturheated to 25°
- 2Extraktionextracted twice with ethyl acetate
- 3Waschenwashed neutral with water
- 4Trocknendried over sodium sulfate
- 5Einengenconcentrated to dryness under vacuum
Vorschrift
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 for 1 hour at -70° with 3.05 g of cycloheptanone, and heated to 25°. Then the mixture is combined with water, extracted twice with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, thus obtaining 7.9 g of crude 4-[1-hydroxycyclohept-1-yl-1-(1,2,4-triazolyl) methyl]benzonitrile.