M-Cresol → alpha-(3-Methylphenoxy)acetophenone

HRID 1391319Notes

Reaction equation

HRID 1391319 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].C(=O)([O-])[O-].[K+].[K+].O>C1C=CC=CC=1>[CH3:8][C:2]1[CH:1]=[C:6]([CH:5]=[CH:4][CH:3]=1)[O:7][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12]

Participants

6

Reactant 4

HCID 342M-CresolHCID 962WaterHCID 6259Phenacyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 14970243alpha-(3-Methylphenoxy)acetophenone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Using an alternative condensation, equimolar amounts of m-cresol and alpha-bromoacetophenone are refluxed in benzene in the presence of potassium carbonate with azeotropic removal of water to provide alpha-(3-methylphenoxy)acetophenone.

Sources & evidence

ORD record
ord-a5867a0ad753470595ffc7a8a1e10159
Source dataset
uspto-grants-1979_02
Patent number
US04141990

Reaction notes

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