HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-Bromo-6-(1,3-dioxolan-2-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Bromo-6-(1,3-dioxolan-2-yl)pyridine | HCID 118613 | 99.2% |
Reaction Steps
To a solution of 6-bromopyridine-2-carbaldehyde (3 g, 16.22 mmol) in toluene (60 mL) was added ethylene glycol (4.97 g, 80.2 mmol) and p-toluenesulphonic acid (0.152 g, 0.8 mmol). The reaction mixture was refluxed for 3 h. The solvent was removed under reduced pressure to afford the crude which was dissolved in ethyl acetate and washed with water. The organic layers were washed with a brine solution, and dried over sodium sulfate. The solvent was removed under reduced pressure to afford 2-bromo-6-(1,3-dioxolan-2-yl)pyridine (3.7 g). The material was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296745B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-45a1a7a62fd74303b1573ae4219afdec |
| Source note | uspto-grants-2016_03 |