HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(5-Carboxypent-1-enyl)-imidazo[1,5-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Imidazo(1,5-a)pyridine-5-carbaldehyde | HCID 13206163 | — |
| Reactant | HCID 178525466 | HCID 178525466 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-(5-Carboxypent-1-enyl)-imidazo[1,5-a]pyridine | HCID 54236943 | — |
Reaction Steps
A solution of 5-formylimidazo[1,5-a]pyridine (1.46 g) in 15 ml of dry dimethylsulfoxide is added to a solution of sodium 5-(triphenylphosphoranyl)valerate (4.4 g) in 50 ml of dry dimethylsulfoxide at room temperature (Helv. Chem. Acta 63 1430 (1980)). The reaction is stirred for 3 hours, hydrolyzed with water and neutralized with dilute sulfuric acid. Extraction with ethyl acetate and chromatography or silica gel yields 5-(5-carboxypent-1-enyl)-imidazo[1,5-a]pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04588732 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-e7ea5584c61049ab8c9169c02bec2abd |
| Source note | uspto-grants-1986_05 |