HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 66991894, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66991894 | HCID 66991894 | — |
Reaction Steps
5 g (26.57 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 3.4 ml (26.57 mmol) of ethyl 3-oxobutanoate, 1.9 ml (33.21 mmol) of acetic acid and 263 μl (2.66 mmol) of piperidine in 50 ml of anhydrous dichloromethane are stirred under reflux with a water trap for 24 h. After cooling, the solution is diluted with dichloromethane (50 ml) and washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated. The residue is recrystallized from isopropanol. 7.63 g (91% of theory) of the title compound are obtained as an E/Z mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399471B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-87a9105e00af4e9b921b6c0076e879bc |
| Source note | uspto-grants-2013_03 |