Hydrochloric Acid → HCID 22052418, compound

HRID 967443Notes

Reaction equation

HRID 967443 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[CH:5]=1.O.O.[OH-].[Li+].Cl>CO>[Br:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[CH:5][C:6]=1[O:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69652317HCID 69652317, compound

Product 1

HCID 22052418HCID 22052418, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 g of 4-Bromo-3-[2-(2,4-dichloro-phenyl)-ethoxy]-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 suspension 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. Yield 2.2 g

Workup

  1. waitat 50° C. for 2 h
  2. temperatureThe solution was cooled to RT
  3. concentrationThe suspension 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-981ec56d2c86411d8f6ead48294cedc7
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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