Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | 4-Methylbenzaldehyde | HCID 7725 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | P-Toluic Acid | HCID 7470 | — |
Reaction Steps
As described above, p-tolualdehyde, starting material of the present invention, is synthesized through reaction of toluene with carbon monoxide in the presence of a catalyst of HF--BF3 or HCl--AlCl3, and the resulting crude p-tolualdehyde is in a form of complex with the catalyst. After passage through the ordinary step of decomposing the complex, the crude p-tolualdehyde is purified to a purity of about 93 % by distillation. The resulting p-tolualdehyde has a sufficient quality as an industrial raw material for the ordinary reaction processes other than the process l the present invention. That is, even if the resulting p-tolualdehyde as such is autooxidized with air under pressure in a solvent of acetone or ethyl acetate in the absence of catalyst, a long induction period is required for the start of reaction, and even if the reaction is started, a sufficient reaction rate cannot be obtained. Even with a sufficient time, the per-p-toluic acid yield is low, and thus the resulting p-tolualdehyde of purity of about 99 % is not industrially preferable as the starting material for the present invention.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04010195 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-4ffde770ed6b4d0f9aa331e496305fc2 |
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| Source note | uspto-grants-1977_03 |
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