Sulfuric Acid → 4-Methoxybenzaldehyde

HRID 2057681Notes

Reaction equation

HRID 2057681 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1>O>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]=[O:2])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 77314-Methylanisole

Product 1

HCID 312444-MethoxybenzaldehydeYield 47.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In this example an undivided cell was used, said cell being provided with a platinum anode and a lead cathode. A solution of 250 grams of water, 10 grams of sulfuric acid and 50 grams of manganous sulfate was placed in the cell and 50 grams of p-methoxytoluene slowly added thereto. The electrical energy which was used consisted of an E applied voltage of 5.5 volts along with about 4.0 amps while maintaining the current density at a rate of about 80 milliamps/cm2. The reaction was effected for a period of about 3.5 hours while maintaining the cell at ambient temperature and atmospheric pressure. A work-up of the results disclosed that there had been a 47.1% yield of anisaldehyde with a 50.5% selectivity to said aldehyde, a current efficiency of 93.3% being observed.

Workup

  1. additionslowly added
  2. temperaturewhile maintaining the current density at a rate of about 80 milliamps/cm2

Sources & evidence

ORD record
ord-3042e922b31d471f9cd1d358271064e3
Source dataset
uspto-grants-1980_07
Patent number
US04212711

Reaction notes

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