Sodium ethoxide → HCID 12918695, compound

HRID 1903398Notes

Reaction equation

HRID 1903398 reaction equation
C(O[C:4](=[O:18])[CH2:5][CH2:6][C:7](=[O:17])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[Cl:16])C.[O-]CC.[Na+]>C1(C)C=CC=CC=1>[Cl:16][C:10]1[CH:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=1[CH:8]1[C:4](=[O:18])[CH2:5][CH2:6][C:7]1=[O:17]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 12918690HCID 12918690, compound

Product 1

HCID 12918695HCID 12918695, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

For example, the 2-aryl-1,3-cyclopentanediones may be prepared by the base-promoted cyclization of the appropriate δ-aryl levulinic acid ester. This is illustrated by reacting ethyl-5-(2',4'-dichlorophenyl)-4-ketopentanoate with sodium ethoxide in the presence of a toluene solvent to form 2-(2',4'-dichlorophenyl)-1,3-cyclopentanedione. The δ-aryl levulinic acid esters used as reactants in the above synthesis can be prepared using conventional esterification techniques of the appropriate δ-aryl levulinic acids.

Sources & evidence

ORD record
ord-334ac7ae54164888816b18424632d788
Source dataset
uspto-grants-1984_03
Patent number
US04436666

Reaction notes

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