HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetylacetone → 2H-Pyran-2-one, 5-acetyl-4-hydroxy-6-methyl-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetylacetone | HCID 31261 | — |
| Edukt | Propanedioyl dichloride | HCID 74269 | — |
| Produkt | 2H-Pyran-2-one, 5-acetyl-4-hydroxy-6-methyl- | HCID 54723936 | 15,3% |
Reaktionsschritte
When 7.0 mL (72.0 mmol) of malonyl chloride was added to 7.0 mL (67.8 mmol) of acetylacetone, a violent exothermic reaction occurred to give a black solid within a few minutes. The solid was cooled to room temperature, washed with ether and then ethyl acetate, and filtered. The thus-obtained brown solid was recrystallized from ethyl acetate/methanol to give 1.75 g (10.4 mmol, 15.3%) of 5-acetyl-4-hydroxy-6-methyl-2-pyrone as brown crystals. The filtrates from washing and the recrystallized mother liquor were combined and concentrated; the residue was purified by silica gel column chromatography to give 2.87 g (17.1 mmol, 25.2%) of 5-acetyl-4-hydroxy-6-methyl-2-pyrone as orange crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06215016B1 |
| Quelldatensatz | uspto-grants-2001_04 |
| ORD ID | ord-71cfa9d4f9044da782a2e89a0fc99d90 |
| Quellennotiz | uspto-grants-2001_04 |