Acetophenone → HCID 18690517, compound

HRID 1872443Notes

Reaction equation

HRID 1872443 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]=1

Participants

4

Reactant 3

HCID 7410Acetophenone2×HCID 24758Sodium hydrideHCID 18690527HCID 18690527, compound

Product 1

HCID 18690517HCID 18690517, compound

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.

Workup

  1. custommay be prepared by the method of Example A of U.S
  2. customAlternatively, a preferred method of preparation

Sources & evidence

ORD record
ord-3b2581452185461f9bfac3d102e2baa6
Source dataset
uspto-grants-2000_08
Patent number
US06107523

Reaction notes

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