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 Synthetic Method of Quinacetophenone monomethyl ether
  • Synthetic Method of Quinacetophenone monomethyl ether
  • Quinacetophenone monomethyl ether could be produced through the following synthetic route.

    Synthetic Method of Quinacetophenone monomethyl ether

    In a 1-l. round-bottomed flask fitted with a reflux condenser and a calcium chloride guard tube are placed 30.0 g. (0.197 mole) of quinacetophenone and 300 ml. of acetone. The mixture is warmed on a steam bath to dissolve the quinacetophenone. The resulting greenish solution is cooled to room temperature under tap water, and 28 g. (0.20 mole) of anhydrous potassium carbonate is added followed by 42 g. (0.295 mole) of methyl iodide. The mixture is allowed to reflux on a water bath at 60–70° for about 6 hours.

    As much of the acetone as possible is removed by distillation on the water bath, and the residual dark-colored liquid is cooled and acidified with 2N sulfuric acid with cooling under the water tap. The resulting mixture is steam-distilled until no oily drops are seen collecting in the condenser. The distillate, which amounts to about 2.5 l., is allowed to stand overnight at room temperature, and the greenish crystals are separated by suction filtration, washed twice with cold water, and air-dried. The yield of quinacetophenone monomethyl ether, m.p. 48–50°, is 18–21 g. (55–64%).

    The brown solution remaining in the distilling flask is filtered while hot; on being cooled it gives 6–7 g. of brownish needles of crude quinacetophenone.


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