Acetone → 1-(4-chlorophenyl)-2-phenoxyethanone

HRID 1577023Notes

Reaction equation

HRID 1577023 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>O>[O:18]([CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 996PhenolHCID 11430Potassium CarbonateHCID 68303p-Chlorophenacyl bromide

Product 1

HCID 14715261-(4-chlorophenyl)-2-phenoxyethanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 23.3 g. (0.1 mol.) of α-bromo-p-chloroacetophenone, 10.0 g. (0.1 mol.) of phenol and 14.5 g. (0.1 mol.) of potassium carbonate in 65 ml. of dry acetone is refluxed for 12 hours. The reaction mixture is cooled, poured into 500 ml. of water and the precipitate formed is collected by filtration and recrystallized from ethanol to give α-phenoxy-p-chloroacetophenone.

Workup

  1. additionA mixture of 23.3 g
  2. temperatureThe reaction mixture is cooled
  3. additionpoured into 500 ml
  4. filtrationis collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a2befa0a7b754456bbec798a739346d1
Source dataset
uspto-grants-1976_09
Patent number
US03983245

Reaction notes

Loading…