HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 6-[1,3]Dioxolan-2-yl-pyridine-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2,6-Diformylpyridine | HCID 79485 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 6-[1,3]Dioxolan-2-yl-pyridine-2-carbaldehyde | HCID 19361719 | 60.3% |
Reaction Steps
To a solution of pyridine-2,6-dicarbaldehyde (5 g, 37.4 mmol) in benzene (100 mL) was added ethylene glycol (1.1 g, 18.5 mmol) and p-toluenesulfonic acid (0.3 g, 1.8 mmol). The reaction mixture was equipped with a dean stark condenser and refluxed for 15 min. The reaction mixture was concentrated under reduced pressure and the resulting crude was purified via column chromatography to afford 6-(1,3-dioxolan-2-yl)picolinaldehyde (2 g, 30%). MS (ES+) (M+H) 180.0495
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296745B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ed6d39517b1a40e2ab51394c8e3290f7 |
| Source note | uspto-grants-2016_03 |