HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl acetoacetate → 4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-methyl-5,6-dihydro-pyran-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl acetoacetate | HCID 7757 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-(4-tert-Butyldimethylsilyloxy-phenyl)-2-butanone | HCID 18798666 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-methyl-5,6-dihydro-pyran-2-one | HCID 54682278 | — |
Reaktionsschritte
The title compound was prepared as described in General Method 6 using 16.9 g (60.9 mmol) of 4-(4-tert-butyldimethylsilyloxyphenyl)-2-butanone (prepared in Example R), 7.32 g (183 mmol) of 60% NaH dispersion in mineral oil, 21.2 g (183 mmol) of methyl acetoacetate, 114 mL (1.64M, 183 mmol) of n-butyllithium and 360 mL of THF. The reaction mixture was quenched with 0.1N HCl and the product was extracted into EtOAc. The organic layer was dried (MgSO4) and the solvents were evaporated.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05834506 |
| Quelldatensatz | uspto-grants-1998_11 |
| ORD ID | ord-e209b0bc14a640bf9248b15e91816ead |
| Quellennotiz | uspto-grants-1998_11 |