HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(4-Bromophenyl)-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | 4-Bromobenzaldehyde | HCID 70741 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-(4-Bromophenyl)-1,3-dioxolane | HCID 2773842 | 100% |
Reaction Steps
To a solution of 4-bromobenzaldehyde (102 g, 0.55 mol) and ethylene glycol (100 g, 1.65 mol) in benzene (1 l) were added a small amount of 10-camphorsulfonic acid, and the mixture was refluxed for 3 hours, while water was removed with Dean-Stark. After allowing to cool, saturated sodium hydrogencarbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled to give the title compound (126 g, 0.55 mol, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05516777 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-c3100e4ab8a74764a1978c3a4774c7b1 |
| Source note | uspto-grants-1996_05 |