Potassium Carbonate → 1-Methoxycarbonylethyl 3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetate

HRID 255491Notes

Reaction equation

HRID 255491 reaction equation
[Cl:1][C:2]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[CH:8]=[CH:9][CH:10]=1.Br[CH:24]([CH3:29])[C:25]([O:27][CH3:28])=[O:26].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:18]=[C:17]([C:19]([F:21])([F:20])[F:22])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([O:14][CH:24]([C:25]([O:27][CH3:28])=[O:26])[CH3:29])=[O:13])[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 95576Methyl 2-bromopropionateHCID 13607437{3-[2-Chloro-4-(trifluoromethyl)phenoxy]phenyl}acetic acid

Product 1

HCID 138490341-Methoxycarbonylethyl 3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetateYield 96.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.3 g of 3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetic acid and 1.7 g of methyl α-bromopropionate were dissolved in 30 ml of acetone. Then, to the obtained solution was added 1.4 g of anhydrous potassium carbonate and stirred at room temperature for 30 minutes. Then, the reaction mixture was heated under reflux for 30 minutes. After completion of the reaction, the formed solid substance was filtered off and the acetone was distilled off under reduced pressure to obtain 4 g of 1-methoxycarbonylethyl 3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetate.

Workup

  1. temperatureThen, the reaction mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. customAfter completion of the reaction
  4. filtrationthe formed solid substance was filtered off
  5. distillationthe acetone was distilled off under reduced pressure

Sources & evidence

ORD record
ord-317fdd7e3aa045ebac035404d1de81fd
Source dataset
uspto-grants-1987_10
Patent number
US04698094

Reaction notes

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