Acetic Acid → ethyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
Reaktionsgleichung
[C:1](=[O:8])([O:5][CH2:6][CH3:7])OCC.[H-].[Na+].[C:11]1(=[O:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][CH2:12]1.C(O)(=O)C>C1(C)C=CC=CC=1>[O:21]=[C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][CH:12]1[C:1]([O:5][CH2:6][CH3:7])=[O:8]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
To a solution of diethyl carbonate (200 g) in toluene (800 ml) was added 60% sodium hydride (27.4 g), and the mixture was stirred at 50° C. for 30 minutes, and thereto was added dropwise a solution of 3,4-dihydro-1(2H)-napthalenone (50 g) in toluene (200 ml). The mixture was refluxed for one hour, and poured into ice-water, and the mixture was neutralized with acetic acid. The toluene layer was collected, washed successively with an aqueous potassium carbonate solution and water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by distillation under reduced pressure to give ethyl 1,2,3,4-tetrahydro-1-oxo-2-naphthalenecarboxylate (47 g) as an oily product, b.p. 135°-145° C./2 mmHg.
Aufarbeitung
- temperatureThe mixture was refluxed for one hour
- customThe toluene layer was collected
- washwashed successively with an aqueous potassium carbonate solution and water
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- distillationThe residue was purified by distillation under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-ccd3562d52f5491f91209436dbc6d95f
- Quelldatensatz
- uspto-grants-1998_12
- Patentnummer
- US05847159
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