P-Toluic Acid → 4-Methylbenzaldehyde

HRID 596238Notes

Reaction equation

HRID 596238 reaction equation
C(O)C=C.[CH3:5][C:6]1[CH:7]=[CH:8][C:9]([C:12](O)=[O:13])=[CH:10][CH:11]=1>CC(C)=O>[C:6]1([CH3:5])[CH:11]=[CH:10][C:9]([CH:12]=[O:13])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 7470P-Toluic Acid2×HCID 7858Allyl Alcohol

Product 1

HCID 77254-Methylbenzaldehyde

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Epoxidation of allyl alcohol is carried out with 200 g of the per-p-toluic acid product solution containing 31.6 % by weight of per-p-toluic acid, obtained by autooxidizing p-tolualdehyde with air in the absence of catalyst in acetone as a solvent. That is to say, the per-p-toluic acid product solution contains 63.2 g (0.415 moles) of per-p-toluic acid, 13.2 g (0.097 moles) of p-toluic acid and the solvent acetone. 24.4 g (0.420 mole) of allyl alcohol, which is equimolar to the per-p-toluic acid, is fed to an autoclave containing the per-p-toluic acid product solution, the autoclave being provided with a rotating stirrer and a reflux cooler, and subjected to reaction at a temperature of 50° to 52° C at a stirring speed of 500 rpm for 2 hours.

Sources & evidence

ORD record
ord-66fb4b22f4fc43b290ae9d4544ae072a
Source dataset
uspto-grants-1977_03
Patent number
US04010195

Reaction notes

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