HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(3-Thienyl)-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 3-Thiophenecarboxaldehyde | HCID 68135 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-Thienyl)-1,3-dioxolane | HCID 315630 | 86.7% |
Reaction Steps
20.3 g (181 mmol) of 3-thiophenealdehyde, 50 ml of ethylene glycol and 2.00 g (7.96 mmol) of PPTS were dissolved in 230 ml of toluene, and dehydration was carried out using Dean-stark. After completion of the reaction, the mixture was extracted with ethyl acetate. The extract was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, to give a crude product. The crude product was subjected to silica gel (ethyl acetate:hexane=1:10), to give 12.1 g (77.3 mmol, 86.7%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06906072B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-d3dae8f51af5425e89ab554825f72d96 |
| Source note | uspto-grants-2005_06 |