Phenylacetone → HCID 54240293, compound

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Reaction Steps

Sodium hydride (6.30 g., 0.15 mole, oil dispersion) is suspended in glyme (200 ml.) and phenyl acetone (20.13 g., 0.15 mole) is added dropwise with stirring. After complete addition, the mixture is heated to reflux for one hour. The mixture is cooled to room temperature, and a solution of crude o-chlorocinnamyl bromide (39.05 g., 0.17 mole) in glyme (100 ml.) is added dropwise with stirring. When addition is complete, the mixture is heated on a steam bath for 24 hours then allowed to cool. Filtration and removal of solvent in vacuo produces a yellow oil. This oil is taken up in ether (400 ml.), washed with a very dilute hydrochloric acid solution, followed by a washing with brine, and is finally dried over Na2SO4. Filtration and removal of solvent in vacuo yields the crude product as a dark oil. Vacuum distillation provides 24.9 g., b.p. 153°-155°/0.1 mm.

Provenance & Evidence