4-Methylanisole → 4-Methoxybenzaldehyde

HRID 1759285Notes

Reaction equation

HRID 1759285 reaction equation
[N+]([O-])([O-])=O.[Ce+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=[O:11].[Ce].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1>CO.[N+]([O-])(O)=O.[Pt]>[CH3:23][O:22][C:19]1[CH:20]=[CH:21][C:16]([CH:15]=[O:11])=[CH:17][CH:18]=1

Participants

7

Reactant 3

HCID 77314-MethylanisoleHCID 23974CeriumHCID 24948Cerium nitrate

Product 1

HCID 312444-MethoxybenzaldehydeYield 96%

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 887MethanolSolvent2×HCID 944Nitric AcidSolvent2×

Procedure

A 18.2 g quantity of cerium(III) nitrate is dissolved in 100 ml of methanol containing 10 ml of 65% by weight of nitric acid, and the solution is placed into an anode chamber. A methanol solution containing 10 ml of 65% by weight of nitric acid is placed into a cathode chamber. 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. A 1.22 g of quantity of p-methyl anisole is oxidized with the solution withdrawn from the anode chamber after the electrolysis. The same procedure as in Example 1 is thereafter repeated to obtain 1.306 g of anisaldehyde. Yield: 96.0%.

Workup

  1. customwithdrawn from the anode chamber after the electrolysis

Sources & evidence

ORD record
ord-3bba5b39e90549beb1e6d9d2340cbc2c
Source dataset
uspto-grants-1982_07
Patent number
US04339607

Reaction notes

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