Water → 4-[1-Hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile

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Reaction Steps

5.0 g of 4-[1-(imidazolyl)methyl]benzonitrile is dissolved in 150 ml of tetrahydrofuran and combined at -50° with 20 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour at -60°, combined with 2.5 g of cyclopentanone, further stirred for 1 hour, and heated to 25°. Then water is added to the mixture, the latter is diluted with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, yielding 6.9 g of crude 4-[1-hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile.

Provenance & Evidence