HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → 6-(4-Chlorophenyl)-4-hydroxy-2H-pyran-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | Ethyl Acetoacetate | HCID 8868 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-Chloro-N-methoxy-N-methylbenzamide | HCID 11275663 | — |
| Edukt | Lithium diisopropylamine | HCID 45051747 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 6-(4-Chlorophenyl)-4-hydroxy-2H-pyran-2-one | HCID 54690215 | 31% |
Reaktionsschritte
The title compound (1.56 g, m.p. 247-249° C.) was prepared in a similar manner as that demonstrated in the preparation of Example N using the following: 60% NaH (0.904 g, 22.6 mmol), THF (50 mL), ethyl acetoacetate (3.00 g, 22.6 mmol), lithium diisopropylamine in THF (39.8 mL, 24 mmol), 4-chloro-N-methoxy-N-methylbenzamide (3.73 g, 22.6 mmol), 90% H2SO4 (20 mL). H NMR (300 MHz, DMSO-d6) δ11.950 (bs, 1 H), 7.878 (d, 1 H, J=9 Hz), 7.584 (d, 1 H, J=9 Hz), 6.812 (d, 1 H, J=2 Hz), 5.409 (d, 1 H, J=2 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06005103 |
| Quelldatensatz | uspto-grants-1999_12 |
| ORD ID | ord-fc26a3aa4682469f93b72c70a3381a26 |
| Quellennotiz | uspto-grants-1999_12 |