HCID 21485432, compound → 2-Ethylcyclopentane-1,3-dione

HRID 1414960Notes

Reaction equation

HRID 1414960 reaction equation
COC1C=[C:5]([CH2:11][CH2:12][CH2:13][C:14](=O)C=C)[CH:6]=[C:7]([O:9]C)C=1.C[O:19]C1C=C(CCCC(=O)CCN(CC)CC)C=C(OC)C=1>[OH-].[K+]>[CH2:13]([CH:12]1[C:7](=[O:9])[CH2:6][CH2:5][C:11]1=[O:19])[CH3:14]

Participants

4

Reactant 2

HCID 21485432HCID 21485432, compoundHCID 21485715HCID 21485715, compound

Product 1

HCID 699782-Ethylcyclopentane-1,3-dione

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

Reflux 6-(3,5-dimethoxyphenyl)hex-1-en-3-one, containing a small amount of 6-(3,5-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 hyroxide (10 cc) for 10 hours. Work up the reaction mixture as for the preparation of 2-(6 -m-acetoxyphenyl-3-oxohexyl)-2-methylcyclopentane-1,3-dione to obtain 2-[6-(3,5-dimethoxyphenyl)-3-oxohexyl]-2-ethylcyclopentane-1,3-dione as a viscous gum; infrared absorption peaks at 5.80, 6.25 μ (split peak).

Sources & evidence

ORD record
ord-ae8fb202621245eea4aff0cf924584f6
Source dataset
uspto-grants-1977_01
Patent number
US04002746

Reaction notes

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