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 | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Bromo-6-(1,3-dioxolan-2-yl)pyridine | HCID 118613 | 80% |
Reaction Steps
A mixture of 6-bromo-pyridine-2-carbaldehyde (2.0 g, 10.75 mmol), ethylene glycol (3 mL, 53.75 mmol), and a catalytic amount of TsOH in toluene (50 mL) was heated to reflux with a Dean-Stark trap for 1.5 hours and cooled down to room temperature and concentrated in vacuo. The residue was purified on silica gel column with 2% EtOAc in CH2Cl2 to yield 2-bromo-6-[1,3]dioxolan-2-yl-pyridine as a colorless liquid (1.97 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612094B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-0be31423da204ee7ba9786ea823e6043 |
| Source note | uspto-grants-2009_11 |