HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-[(5-Fluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 5-fluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 57438888 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(5-Fluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione | HCID 57503327 | — |
Reaction Steps
239 mg (1.16 mmol) of 5-fluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 0.14 ml (1.28 mmol) of 2,4-pentanedione, 0.085 ml (1.45 mmol) of acetic acid and 0.01 ml (0.12 mmol) of piperidine are heated under reflux in 25 ml of anhydrous dichloromethane for 3 h. After addition of 80 mg of pyridinium para-toluenesulfonate and heating under reflux for a further 12 h, the reaction solution is washed with water and with brine and concentrated. 308.4 mg (91% of theory) of a red oil are obtained and are directly reacted further.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989633B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-db6e0eac82194819a5559165d1d1e581 |
| Source note | uspto-grants-2011_08 |