Acetophenone → HCID 18690517, compound
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[H-].[Na+].[C:12](OC)(=[O:20])[CH2:13][CH2:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17]>>[C:4]1([C:1](=[O:3])[CH2:2][C:12]([CH2:13][CH2:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:20])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1Participants
4
Procedure
Other hindered beta-diketones may be prepared by the method of Example A of U.S. Pat. No. 4,065,502. Alternatively, a preferred method of preparation is the condensation of acetophenone with an appropriate methyl ester in an aromatic hydrocarbon solvent using excess sodium hydride as base. Thus, methyl neooctanoate is condensed with acetophenone to give 1-phenyl-3-neoheptyl-1,3-propanedione, and methyl 2,2-dimethyl octanoate is condensed with acetophenone to give 1-phenyl-4,4-dimethyl-1,3-decanedione, in which the product is a mixture of branched chain isomers.