Реакция #64187

Уравнение реакции

water

lithium diisopropylamide

cycloheptanone

4-[1-(imidazolyl)methyl]benzonitrile

→

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

Растворители

tetrahydrofuran

ethyl acetate

tetrahydrofuran

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirred further for 1 hour
2. 2
   Температураheated to 25°
3. 3
   Промывкаwashed neutral with water
4. 4
   Сушкаdried over sodium sulfate
5. 5
   Концентрированиеconcentrated to dryness under vacuum

Методика

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.

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