Hydrochloric Acid → HCID 22494325, compound

HRID 1816555Notes

Reaction equation

HRID 1816555 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([O:15][CH2:16][CH2:17][CH3:18])[C:11]([O:13]C)=[O:12])=[CH:5][C:4]=1[C:19]([NH:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)=[O:20].[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([O:15][CH2:16][CH2:17][CH3:18])[C:11]([OH:13])=[O:12])=[CH:5][C:4]=1[C:19]([NH:21][CH2:22][C:23]1[CH:24]=[CH:25][C:26]([C:29]([F:30])([F:32])[F:31])=[CH:27][CH:28]=1)=[O:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22493934HCID 22493934, compound

Product 1

HCID 22494325HCID 22494325, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.18 g of methyl 3-[4-methoxy-3-({[4-(trifluoromethyl)benzyl]amino}carbonyl)phenyl]-2propoxypropanoate was dissolved in 2 ml methanol, and 2 ml of 1 N sodium hydroxide was added, and the mixture was stirred at room temperature for 4 hours. The reaction mixture was ice-cooled, neutralized with 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was evaporated, to give 0.15 g of 3-[4-methoxy-3-({[4-(trifluoromethyl)benzyl]amino}carbonyl)phenyl]-2-propoxypropanoic acid.

Workup

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e509fcaeba3b459da4e9186191d53986
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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