HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 59660700, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 1-(4-Methoxyphenyl)-5-methyl-1H-pyrazole-4-carbaldehyde | HCID 2779735 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59660700 | HCID 59660700 | 58.5% |
Reaction Steps
A mixture of 1-(4-methoxy-phenyl)-5-methyl-1H-pyrazole-4-carbaldehyde (0.5 g, 2.3 mmol), ethylene glycol (1.44 g, 23.1 mmol) and p-toluenesulfonic acid (0.2 g, 1.2 mmol) in toluene (10 mL) was refluxed for 18 h (Dean Stock to remove water formed). After it was allowed to cool to room temperature, the reaction mixture was diluted with ethyl acetate, washed with sat. NaHCO3 (aq) and brine, and dried over Na2SO4. After concentrated, the residue was purified by a column chromatography on silica gel to yield the title compound (0.35 g, 58%); MS (APCI) m/z: 261 (M+1, 80).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08115005B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-a6db0c52a4614a47882bc7d6906dede7 |
| Source note | uspto-grants-2012_02 |