Phenylacetone → HCID 53985002, compound

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Reaction Steps

Sodium hydride (11.76 g., 0.28 mole, oil dispersion) is suspended in glyme (400 ml.) and phenyl acetone (37.57 g., 0.28 mole) in glyme (50 ml.) 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-methylcinnamyl bromide (59.10 g., 0.28 mole) in glyme (50 ml.) is added dropwise. When addition is complete, the mixture is heated on a steam bath for 24 hours then allowed to cool. After filtration of inorganic salts and removal of solvent from filtrate, a dark viscous residue is obtained. Trituration of this residue with petroleum ether (30°-60°C., 100ml.) produces tan solid, yield 26.5 g., m.p. 72°-75°C.

Provenance & Evidence