Methanol → HCID 57879348, compound
Reaction equation
CO.[O:3]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([NH:19][C:20](=[O:30])[CH2:21]/[CH:22]=[CH:23]/[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>[C].[Pd].C(OCC)(=O)C>[O:3]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([NH:19][C:20](=[O:30])[CH2:21][CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:11]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
1.3 mg of 10% palladium-carbon was added to a mixed solution of 1.0 mL of methanol and 1.0 mL of ethyl acetate containing 10 mg of 4-phenoxy-2-((E)-4-phenyl-3-butenamido)benzoic acid and stirred under hydrogen atmosphere at room temperature for 6 hours. After insoluble were removed by filtration, the solvent was evaporated under reduced pressure. Hexane and diisopropyl ether were added to the obtained residue and a solid substance was separated by filtration to obtain 4.6 mg of 4-phenoxy-2-(4-phenylbutanamido)benzoic acid as white solid.
Workup
- customAfter insoluble were removed by filtration
- customthe solvent was evaporated under reduced pressure
- additionHexane and diisopropyl ether were added to the obtained residue
- customa solid substance was separated by filtration
Sources & evidence
- ORD record
- ord-40613df182024608a450ce8a8ae01046
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07999132B2
Reaction notes
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