HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(3-Bromothiophen-2-yl)-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Benzene | HCID 241 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Bromothiophene-2-carboxaldehyde | HCID 2797079 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3-Bromothiophen-2-yl)-1,3-dioxolane | HCID 12220211 | 74.1% |
Reaction Steps
3-Bromothiophen-2-aldehyde (2) (7.44 g, 39 mmol), ethylene glycol (2.7 ml, 48 mmol), anhydrous benzene (130 ml) and a few crystals of p-toluenesulphonic acid were refluxed in a Dean-Stark apparatus until no more water separated. The benzene layer was washed with a solution of bicarbonate, dried (Na2SO4), and evaporated under reduced pressure to give the derivative 3 (6.8 g, 28.9 mmol, 74% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06989388B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-c59592d4ef474d38b102812fe8c1612e |
| Source note | uspto-grants-2006_01 |