HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Formylpyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(1,3-Dioxolan-2-yl)pyridine-2-carbonitrile | HCID 58674286 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Formylpyridine-2-carbonitrile | HCID 10986263 | 101.7% |
Reaction Steps
In THF (5.0 mL) was dissolved 5-(1,3-dioxolan-2-yl)picolinonitrile (478 mg, 2.71 mmol) obtained in Step 2, and 1 mol/L hydrochloric acid (5.0 mL) was added under a nitrogen atmosphere at room temperature. The mixture was stirred at the same temperature for 16 hours and further stirred at 50° C. for 13 hours. The reaction mixture was neutralized with a saturated aqueous sodium bicarbonate solution. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure to give 5-formylpicolinonitrile (364 mg, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150569B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-f010c44185b94ca18f505155ae5b3291 |
| Source note | uspto-grants-2015_10 |