4-Methylanisole → 4-Methoxybenzaldehyde

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Reaction Steps

p-Methyl anisole (1.22 g) and 23.0 g of ammonium cerium(IV) nitrate are placed into a reactor, and 100 ml of methanol is further placed thereinto. The mixture is stirred at room temperature for 30 minutes and thereafter distilled to remove the methanol. The residue is dissolved in benzene, and solids are separated from the solution. The solution is distilled to remove the benzene, and the residue is distilled in a vacuum, affording 1.31 g of anisaldehyde. Yield 96.3%. The separated solids are dissolved in the recovered methanol, and the solution is placed into an anode chamber. A methanol solution of 6 g of ammonium nitrate is placed into a cathode partitioned from the anode chamber by a diaphragm. The cerium salt is electrolyzed with a constant current of 60 mA, using platinum electrodes, to pass electricity across the electrodes in a quantity of 1.2 F/mole.

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