Methanol → HCID 131729111, compound

HRID 1673422Notes

Reaction equation

HRID 1673422 reaction equation
CO.C(N[C:12]1[CH:20]=[C:19](/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[OH:29])[CH:18]=[CH:17][C:13]=1C(O)=O)(=O)C1C=CC=CC=1.[C:30]([O:33]CC)(=[O:32])C>[C].[Pd]>[OH:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:22]1[C:13]([CH2:12][CH3:20])=[C:17]([CH:18]=[CH:19][CH:21]=1)[C:30]([OH:33])=[O:32]

Participants

5

Reactant 3

HCID 887MethanolHCID 8857Ethyl AcetateHCID 57879342HCID 57879342, compound

Product 1

HCID 131729111HCID 131729111, compound

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst3×

Procedure

12 mg of 5% palladium-carbon was added to a mixed solution of 1.5 mL of methanol and 1.5 mL of ethyl acetate containing 60 mg of 2-(benzamido)-4-((E)-2-(2-hydroxyphenyl)vinyl)benzoic acid and stirred under hydrogen atmosphere at room temperature for 3 hours and minutes. 6.0 mg of 5% palladium-carbon was added to the reaction mixture and stirred under hydrogen atmosphere at room temperature for 3 hours and 20 minutes. 6.0 mg of 5% palladium-carbon was added to the reaction mixture and stirred under hydrogen atmosphere at room temperature for 2 hours and 40 minutes. Insoluble were removed by filtration and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue and a solid substance was separated by filtration to obtain 47 mg of 2-(benzamido)-4-(2-(2-hydroxyphenyl(ethyl)benzoic acid as white solid.

Workup

  1. stirringstirred under hydrogen atmosphere at room temperature for 3 hours and 20 minutes
  2. stirringstirred under hydrogen atmosphere at room temperature for 2 hours and 40 minutes
  3. customInsoluble were removed by filtration
  4. customthe solvent was evaporated under reduced pressure
  5. additionDiisopropyl ether was added to the obtained residue
  6. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-9a9e5e22af0a437fa80d5797f0bc0203
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

Loading…