1-Diethylamino-6-(3,4-dimethoxyphenyl)hexan-3-one → 2-Ethylcyclopentane-1,3-dione

HRID 1077142

Reaktionsgleichung

Reaktionsgleichung von HRID 1077142
COC1C=[C:5]([CH2:11][CH2:12][CH2:13]C(=O)C=C)[CH:6]=[CH:7][C:8]=1[O:9]C.C[O:19]C1C=C(CCCC(=O)CCN(CC)CC)C=CC=1OC>[OH-].[K+]>[CH2:12]([CH:11]1[C:5](=[O:19])[CH2:6][CH2:7][C:8]1=[O:9])[CH3:13]

Komponenten

4

Edukt 2

HCID 214854151-Diethylamino-6-(3,4-dimethoxyphenyl)hexan-3-oneHCID 214857326-(3,4-Dimethoxyphenyl)hex-1-en-3-one

Produkt 1

HCID 699782-Ethylcyclopentane-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

Reflux 6-(3,4-dimethoxyphenyl)hex-1-en-3-one, containing a small amount of 6-(3,4-dimethoxyphenyl)-1-diethylaminohexan-3-one (6 g, produced by slow distillation of the latter substance) with 2-ethyl-cyclopentane-1,3-dione (3.5 g) in 0.12% anhydrous methanolic potassium hydroxide (10 cc) for 10 hours. Remove most of the methanol under reduced pressure, add benzene (25 cc) and ether (25 cc) and wash the solution with water, dilute aqueous potassium hydroxide, dilute hydrochloric acid and water. Dry and evaporate the solvent to give the triketone adduct 2-[6-(3,4-dimethoxyphenyl)-3-oxohexyl]-2-ethylcyclopentane-1,3-dione; infrared absorption (gum) 5.80, 6.25 μ (split peak).

Quellen und Nachweise

ORD-Eintrag
ord-560f679c025c4f268ca1059d16410c92
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03959322

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