Hydrochloric Acid → HCID 22052456, compound

HRID 967447Notes

Reaction equation

HRID 967447 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[C:6]([O:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])[CH:5]=1.O.O.[OH-].[Li+].Cl>CO>[Cl:24][C:18]1[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:17]=1[CH2:16][CH2:15][O:14][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[C:10]([F:13])([F:11])[F:12])[C:3]([OH:25])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69652286HCID 69652286, compound

Product 1

HCID 22052456HCID 22052456, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

500 mg of 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-trifluoromethyl-benzoic acid methyl ester was dissolved in 10 ml of MeOH:water/3:1. 230 mg of lithium hydroxide monohydrate were added to the solution, and the reaction was stirred at RT for 16 h then at 50° C. for 2 h. The solution was cooled to RT, then acidified with half-concentrated hydrochloric acid. The solution was concentrated under reduced pressure and then extracted with ethyl acetate. The organic layer was dried over Na2SO4 and the solvent was removed under reduced pressure to yield a white solid.

Workup

  1. waitat 50° C. for 2 h
  2. temperatureThe solution was cooled to RT
  3. concentrationThe solution was concentrated under reduced pressure
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over Na2SO4
  6. customthe solvent was removed under reduced pressure
  7. customto yield a white solid

Sources & evidence

ORD record
ord-7f94728e52be478d95a3b93ecae89e74
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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