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

HRID 1414959

Reaktionsgleichung

Reaktionsgleichung von HRID 1414959
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-ethylcyclopentane-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-237a621020b4448eb6466d47d36f2cc4
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04002746

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