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

HRID 268373Notes

Reaction equation

HRID 268373 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-3468924a76934c5aba7efca96c45cd83
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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