Hydrochloric Acid → HCID 22052337, compound

HRID 967448Notes

Reaction equation

HRID 967448 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[N:11])=[C:6]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])[CH:5]=1.O.O.[OH-].[Li+].Cl>CO>[C:10]([C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:23])=[O:2])=[CH:5][C:6]=1[O:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[Cl:22])#[N:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69652326HCID 69652326, compound

Product 1

HCID 22052337HCID 22052337, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

500 mg of 4-Cyano-3-[2-(2,4-dichloro-phenyl)-ethoxy]-benzoic acid methyl ester was dissolved in 50 ml of MeOH:water/3:1. 1 g of lithium hydroxide monohydrate was added to the added to the solution, and the reaction was stirred at RT for 16 h and 2 h at 50° C. 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.

Workup

  1. additionadded to the solution
  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-72f84d2cdcfa4dfba80852e6e8506fe2
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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