Acetone → HCID 21487927, compound

HRID 1414631Notes

Reaction equation

HRID 1414631 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][Cl:14])=[CH:7][CH:6]=1)=[O:4].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>O>[Cl:14][CH2:13][CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][O:23][C:20]2[CH:21]=[CH:22][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 90154-MethoxyphenolHCID 11430Potassium CarbonateHCID 14146281HCID 14146281, compound

Product 1

HCID 21487927HCID 21487927, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 27.7 g. (0.1 mol.) of α-bromo-p-(2-chloroethoxy)acetophenone, 12.4 g. (0.1 mol.) of p-methoxyphenol and 13.8 g. (0.1 mol.) of potassium carbonate in 75 ml. of dry acetone is refluxed with stirring for 16 hours. After cooling, the reaction mixture is poured into 500 ml. of water. The product is collected and dissolved in chloroform and the chloroform solution is washed with water, dried (MgSO4) and concentrated to give p-(2-chloroethoxy)-α-(p-methoxyphenoxy)acetophenone.

Workup

  1. additionA mixture of 27.7 g
  2. temperatureAfter cooling
  3. additionthe reaction mixture is poured into 500 ml
  4. customThe product is collected
  5. dissolutiondissolved in chloroform
  6. washthe chloroform solution is washed with water
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-fe717569641a4ee7a28056f0505ed9db
Source dataset
uspto-grants-1977_01
Patent number
US04001426

Reaction notes

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