HCID 66990513, compound → HCID 58508932, compound

HRID 454543Notes

Reaction equation

HRID 454543 reaction equation
C([O:8][C:9]1[CH:36]=[C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:34]=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[O:12])C1C=CC=CC=1>CO.C(Cl)(Cl)Cl.[C].[Pd]>[OH:8][C:9]1[CH:36]=[C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:34]=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18][C:19]([CH3:22])([CH3:20])[CH3:21])=[O:17])=[O:12]

Participants

5

Reactant 1

HCID 66990513HCID 66990513, compound

Product 1

HCID 58508932HCID 58508932, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalyst2×HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution mixture of the obtained tert-butyl 2-(2-(benzyloxy)-4-phenylbenzamido)-4-phenylbenzoate (0.11 g) in methanol (4 mL) and chloroform (4 mL), 10% palladium-carbon (40 mg) was added, followed by stirring under a hydrogen atmosphere at room temperature for 5 hours and 30 minutes and then at 35° C. for 1 hour. To the reaction mixture, 10% palladium-carbon (40 mg) was added, followed by stirring under a hydrogen atmosphere at 35° C. for 2 hours. The insoluble substance was removed by filtration, and the solvent was evaporated under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue, and the solid substance was collected by filtration to obtain tert-butyl 2-(2-hydroxy-4-phenylbenzamido)-4-phenylbenzoate.

Workup

  1. additionwas added
  2. waitat 35° C. for 1 hour
  3. stirringby stirring under a hydrogen atmosphere at 35° C. for 2 hours
  4. customThe insoluble substance was removed by filtration
  5. customthe solvent was evaporated under reduced pressure
  6. additionDiisopropyl ether and hexane were added to the obtained residue
  7. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-1b4d85ea619e4353b4480622140af125
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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