Water → HCID 57831366, compound

Participants

Reaction Steps

9.39 ml (15.02 mmol) of a 1.6 M solution of n-butyllithium in hexane are slowly added to a solution of 2.459 g (5.36 mmol) of (2-hydroxybenzyl)triphenylphosphonium bromide in 65 ml of anhydrous THF at 0° C. Then, at this temperature, 1.744 g (5.36 mmol) of methyl 4-[4-(4-cyanophenyl)-2-formylbutyl]benzoate from Example 16A, dissolved in 65 ml of THF, are slowly metered in. After warming to room temperature, the reaction solution is stirred for 12 hours and then, after addition of some water, concentrated to dryness. The resulting residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution and dried over sodium sulfate. After filtration, the solvent is concentrated to dryness. The crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 4:1). 1.44 g (3.50 mmol, 65% yield) of a colorless solid are obtained.

Provenance & Evidence