HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 3-(2-Methyl-1,3-dioxolan-2-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Acetylpyridine | HCID 9589 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(2-Methyl-1,3-dioxolan-2-yl)pyridine | HCID 280715 | — |
Reaction Steps
3-Acetylpyridine (10 g), ethylene glycol (50 ml) and p-toluenesulfonic acid (0.5 g) were dissolved in toluene and the solution was refluxed at 150° C. for 1 day with the by-product water being constantly removed. After cooling, saturated aqueous sodium hydrogen carbonate and toluene were added and the mixture was stirred and allowed to stand. The aqueous layer was separated and extracted with 2 portions of toluene. The toluene layers were combined, washed sequentially with saturated aqueous sodium hydrogen carbonate, water and aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. Finally the solvent was distilled off under reduced pressure to give 2-methyl-2-(pyridin-3-yl)-1,3-dioxolane (13.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05102877 |
| Source dataset | uspto-grants-1992_04 |
| ORD ID | ord-b75e6f7685244bc287fe166ff305ece1 |
| Source note | uspto-grants-1992_04 |