HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 19081167, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Methyl-2-thiophenecarboxaldehyde | HCID 61663 | — |
| Reactant | Methylorthoformate | HCID 53629101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19081167 | HCID 19081167 | 78.5% |
Reaction Steps
A mixture of 2-formyl-5-methylthiophene (12.6 g, 0.1 mol), methyl orthoformate (31.8 g) and a catalytic amount of p-toluene-sulfonic acid in toluene (120 ml) was refluxed for 6 hours. To the cooled reaction mixture was added ethyl acetate and washed with water twice. The organic layer was dried over magnesium sulfate. Removal of the solvent gave a brownish oil, which was purified by distillation under reduced pressure to afford 2-dimethoxymethyl-5-methylthiophene (13.54 g, 78.5% yield) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763437 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-222a53e0fd964792a3b3be06146c9e16 |
| Source note | uspto-grants-1998_06 |