Water → HCID 71239543, compound

HRID 1481342Notes

Reaction equation

HRID 1481342 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][C:5]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][C:8]([Cl:15])=[CH:7][C:6]=1[Cl:16].[Li+].[OH-].O>C1COCC1>[Cl:16][C:6]1[CH:7]=[C:8]([Cl:15])[CH:9]=[C:10]([C:11]([F:13])([F:14])[F:12])[C:5]=1[CH2:4][C:3]([OH:17])=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 71239434HCID 71239434, compound

Product 1

HCID 71239543HCID 71239543, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,4-dichloro-6-trifluoromethylphenylacetic acid methyl ester (0.93 mmol) in 3 mL THF was added an aq. solution of LiOH (2.8 mmol, 2M). After stirring at RT for 3 days, water was added and the mixture was extracted twice with EtOAc. The aqueous phase was acidified to pH 2-3 with 1N HCl solution and extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product as white solid.

Workup

  1. extractionthe mixture was extracted twice with EtOAc
  2. extractionextracted 3 times with EtOAc
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1b20c96d75844718b79baeddfedf3f9a
Source dataset
uspto-grants-2016_08
Patent number
US09409917B2

Reaction notes

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