HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 86593791, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | Methyl 5-formylpyrazine-2-carboxylate | HCID 44515461 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86593791 | HCID 86593791 | 757.6% |
Reaction Steps
A mixture of 5-formyl-pyrazine-2-carboxylic acid methyl ester (325 mg, 1.56 mmol), ethylene glycol (100 μL, 1.79 mmol), and p-toluenesulfonic acid monohydrate (30 mg, 0.157 mmol) in benzene (10 mL) was heated under reflux with a Dean-Stark condenser for 17 h. The mixture was cooled and diluted with benzene (25 mL). The organic layer was washed with a saturated aqueous sodium bicarbonate solution (25 mL) and a saturated aqueous sodium chloride solution (25 mL). Each aqueous wash was back-extracted with a small portion of benzene. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to afford 5-[1,3dioxolan-2-yl-pyrazine-2-carboxylic acid methyl ester as an orange-red oil (250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132425B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-964327c8bc394db3a9c239c6496e1791 |
| Source note | uspto-grants-2006_11 |