HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(3-Bromo-o-tolyl)-2-methyl-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(3-Bromo-2-methylphenyl)ethanone | HCID 20480131 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-Bromo-o-tolyl)-2-methyl-1,3-dioxolane | HCID 70638148 | — |
Reaction Steps
A mixture of 100 parts of 3'-bromo-2'-methylacetophenone, 30 parts of ethylene glycol, 320 parts of anhydrous toluene and 2 parts of p-toluenesulfonic acid is stirred and refluxed for 4 hours with water-separator. A second fraction of 30 parts of ethylene glycol is added and stirring at reflux is continued for 18 hours. The reaction mixture is cooled and stirred for 30 minutes with 5 parts of sodium carbonate. The organic layer is separated, washed twice with water, dried and evaporated. The residue is distilled twice, yielding 2-(3-bromo-o-tolyl)-2-methyl-1,3-dioxolane; bp. 148°-150° C at 12 mm. pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04035376 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-aa07e73ca50745789165111f245b1659 |
| Source note | uspto-grants-1977_07 |