HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-Bromo-5-(1,3-dioxolan-2-YL)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 6-Bromo-3-pyridinecarboxaldehyde | HCID 11769234 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Bromo-5-(1,3-dioxolan-2-YL)pyridine | HCID 18469668 | — |
Reaction Steps
6-Bromo-3-pyridinecarbaldehyde (500 mg, 2.7 mmol) and 1,2-ethanediol (200 mg, 3.2 mmol) are dissolved in toluene (50 ml) together with Amberlyst 15 (100 mg) in a round bottom flask equipped with a reflux condenser and a Dean-Stark trap. The solution is stirred at reflux overnight, then cooled to room temperature, filtered and concentrated in vacuo. The crude product is chromatographed over silica gel with cyclohexane and ethyl acetate as the eluent to afford the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687510B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-f79083b1d10243a19898d27cc2c3e949 |
| Source note | uspto-grants-2010_03 |