Acetone → Methyl(4-chloro-3-methoxyphenyl)acetate

HRID 1686381Notes

Reaction equation

HRID 1686381 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]C(O)=O)=[CH:4][C:3]=1[OH:12].S([O:18][CH3:19])(OC)(=O)=O.[C:20](=[O:23])([O-])[O-].[K+].[K+].[CH3:26]C(C)=O>O>[CH3:20][O:23][C:19](=[O:18])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([O:12][CH3:26])[CH:4]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 30171834-Chloro-3-hydroxyphenylacetic acid

Product 1

HCID 57609448Methyl(4-chloro-3-methoxyphenyl)acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of example 1 step (iii) (1 g), dimethyl sulfate (1 ml), potassium carbonate (1.48 g) and acetone (20 ml) were charged to a flask and heated at reflux for 16 h. The reaction was diluted with water, extracted with EtOAc, dried (MgSO4) and evaporated under reduced pressure to give the subtitle compound (1.5 g).

Workup

  1. temperatureheated
  2. temperatureat reflux for 16 h
  3. extractionextracted with EtOAc
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-79a0e8db07cf4083a40355f7741959dd
Source dataset
uspto-grants-2012_04
Patent number
US08148572B2

Reaction notes

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