Barium manganate → 1-(2,4-Dichlorophenyl)-2-phenylpropen-1-one

HRID 34486Notes

Reaction equation

HRID 34486 reaction equation
[C:1]1([C:7]([CH:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[OH:10])=[CH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Mn]([O-])([O-])(=O)=O.[Ba+2]>C1(C)C=CC=CC=1>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[C:9](=[O:10])[C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[CH2:8]

Participants

4

Reactant 2

HCID 3084030Barium manganateHCID 13749941alpha-(1-Phenylethenyl)-2,4-dichlorobenzenemethanol

Product 1

HCID 1294381-(2,4-Dichlorophenyl)-2-phenylpropen-1-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of α-(1-phenylethenyl)-2,4-dichlorobenzenemethanol (4 g) in toluene (100 ml) was added barium manganate (5 g) and the resulting mixture heated at reflux under an atmosphere of nitrogen for a period of 12 hours. The reaction mixture was cooled, filtered and concentrated under reduced pressure to yield 1-(2,4-dichlorophenyl)-2-phenylpropen-1-one, (δ (CDCl3), 5.75 (1H,s), 6.3 (1H,s) and 7.25-7.60 (8H,m)) as a gum (4.3 g) having the formula: ##STR27##

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux under an atmosphere of nitrogen for a period of 12 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-23406deab5104a1aaacbf0bc6098699c
Source dataset
uspto-grants-1988_08
Patent number
US04761483

Reaction notes

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