HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl acetoacetate → 5,6-Dihydro-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl acetoacetate | HCID 7757 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Dihydrochalcone | HCID 64802 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | 5,6-Dihydro-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one | HCID 21222418 | — |
Reaktionsschritte
The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of 3-phenylpropiophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 130°-130.55,° C.). 1H NMR (CDCl3) δ 2.2-2.4 (m, 2 H), 2.4-2.6 (m, 1 H), 2.6-2.8 (m, 1 H), 2.9 (d, 1 H), 3.0 (d, 1 H), 3.3 (d, 1 H), 3.4 (d, 1 H), 7.0-7.5 (m, 15 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05840751 |
| Quelldatensatz | uspto-grants-1998_11 |
| ORD ID | ord-775cf00caf8847c0a60c4dc573089d9b |
| Quellennotiz | uspto-grants-1998_11 |