Methyl vinyl ketone → 7-phenylheptane-2,5-dione

HRID 258949Notes

Reaction equation

HRID 258949 reaction equation
[CH:1](=[O:10])[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:11]([C:13]([CH3:15])=[O:14])=[CH2:12].C(N(CC)CC)C>C(O)C>[C:4]1([CH2:3][CH2:2][C:1](=[O:10])[CH2:12][CH2:11][C:13](=[O:14])[CH3:15])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6570Methyl vinyl ketoneHCID 7707BenzenepropanalHCID 8471Triethylamine

Product 1

HCID 32631227-phenylheptane-2,5-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

67.1 g (0.5 mol) of hydrocinnamaldehyde, 35.1 g (0.5 mol) of methyl vinyl ketone, 13.5 g (0.05 mol) of Cat. 1, 20.2 g (0.2 mol) of triethylamine and 500 ml of ethanol are brought together, in the manner described in Example 1. The product is worked up as described in Example 21. Fractional distillation gives 1-phenyl-heptane-3,6-dione.

Workup

  1. distillationFractional distillation

Sources & evidence

ORD record
ord-dd04568c0acb4b35a994c6a31e09771c
Source dataset
uspto-grants-1977_07
Patent number
US04035395

Reaction notes

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