Hydrochloric Acid → HCID 22052498, compound

HRID 1831791Notes

Reaction equation

HRID 1831791 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-294684fdfc8b46a5920ecf862bc81bc8
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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