HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde | HCID 53394853 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-1,3-dioxolane | HCID 53685324 | — |
Reaction Steps
A mixture of 3-(2-(7-chloroquinolin-2-yl)ethenyl)benzaldehyde (step 1) (938 mg, 3.19 mmoles), ethylene glycol (200 μL, 1.15 equiv.), p-toluenesulfonic acid (296 mg, 0.5 equiv.) and toluene (1.5 mL) was heated at reflux overnight. 25% aqueous NH4OAc was then added and the mixture extracted with EtOAc. Flash chromatography of the residue on silica with EtOAc:hexane 20:80 afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05428171 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-daebe400b10343e8ae49f0d24f72fd52 |
| Source note | uspto-grants-1995_06 |