Benzaldehyde → 1-Phenyl-1,4-pentanedione

HRID 258944

Reaction equation

HRID 258944 reaction equation
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]([C:11]([CH3:13])=[O:12])=[CH2:10].N(CCO)(CCO)CCO>CN(C)C=O>[C:2]1([C:1](=[O:8])[CH2:10][CH2:9][C:11](=[O:12])[CH3:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 6570Methyl vinyl ketoneHCID 7618Triethanolamine

Product 1

HCID 1363711-Phenyl-1,4-pentanedione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the description in Example 1, 5.1 g (approx. 0.02 mol) of Cat. 3, 21.2 g (0.2 mol) of distilled benzaldehyde, 350 ml of dimethylformamide and 14 g (0.2 mol) of stabilized methyl vinyl ketone are introduced into a 500 ml three-necked flask. After displacing the air by pure nitrogen, the mixture is brought to a temperature of 80° C and 14.9 g (0.1 mol) of triethanolamine are added. The mixture is then stirred for 15 hours at the same temperature. Working up takes place as in Example 11 except that the mixture is filtered after having been taken up in chloroform. 1-Phenyl-pentane-1,4-dione is obtained.

Workup

  1. additionare added
  2. filtrationis filtered

Sources & evidence

ORD record
ord-34a209383a6b4391bde49ecd8a0da465
Source dataset
uspto-grants-1977_07
Patent number
US04035395

Linked notes

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