Hydrochloric Acid → HCID 22052498, compound

HRID 967456Notes

Reaction equation

HRID 967456 reaction equation
C[O:2][C:3](=[O:24])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=[O:9])=[C:6]([O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])[CH:5]=1.O.[OH-].[Li+].Cl>CO.O>[Cl:23][C:17]1[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:16]=1[CH2:15][CH2:14][O:13][C:6]1[CH:5]=[C:4]([CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9])[C:3]([OH:24])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 69652303HCID 69652303, compound

Product 1

HCID 22052498HCID 22052498, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

103 mg of 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-terephthalamic acid methyl ester were dissolved in 1.2 ml of MeOH/water 3:1. 14 mg of lithium hydroxide monohydrate were 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-08e66c40f9d94484b1c25cb19ca63833
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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