Hydrochloric Acid → (Z)-2-isopropoxy-3-[4-methoxy-3-({[4-(trifluoromethyl)benzyl]amino}carbonyl)phenyl]-2-propenoic acid
Reaction equation
[CH:1]([O:4]/[C:5](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([C:20]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=2)=[O:21])[CH:13]=1)/[C:6]([O:8]CC)=[O:7])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[CH:1]([O:4]/[C:5](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([C:20]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:26][CH:25]=2)=[O:21])[CH:13]=1)/[C:6]([OH:8])=[O:7])([CH3:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
77 mg of ethyl (Z)-2-isopropoxy-3-[4-methoxy-3-({[4-(trifluoromethyl)benzyl]amino}carbonyl)phenyl]-2-propenoate was dissolved in 2 ml methanol, and 1 ml of 1N sodium hydroxide was added, and the mixture was stirred at room temperature for 22 hours. The reaction mixture was ice-cooled and neutralized with 1N hydrochloric acid, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was evaporated, to give 44 mg of (Z)-2-isopropoxy-3-[4-methoxy-3-({[4-(trifluoromethyl)benzyl]amino}carbonyl)phenyl]-2-propenoic acid.
Workup
- temperaturecooled
- extractionby extracting with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried over anhydrous sodium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-391b76bb5b5a40759134024a82d5b11e
- Source dataset
- uspto-grants-2005_04
- Patent number
- US06884821B1
Reaction notes
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