HCID 54025786, compound → HCID 54305770, compound

HRID 1422362Notes

Reaction equation

HRID 1422362 reaction equation
[C:1]([NH:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][C:9]=1[CH:20](O)[CH2:21][CH2:22][CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CCO>[C:1]([NH:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][C:9]=1[CH2:20][CH2:21][CH2:22][CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 54025786HCID 54025786, compound

Product 1

HCID 54305770HCID 54305770, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 500 mL Parr flask was added (N-tert-butyl)-3-(1-hydroxybutyl)-4-biphenylcarboxamide (3.50 g, 10.75 mmol), abs EtOH (125 mL) and 10% palladium on carbon (3.50 g). This mixture was hyrogenolyzed at 60 psig and ambient temperature for 48 h. The catalyst was removed by filtration on a celite pad and the solvent was removed in vacuo. This material was chromatographed on silica gel using 10% EtOAc in hexane as eluant to afford the title compound as a white crystalline solid.

Workup

  1. customThe catalyst was removed by filtration on a celite pad
  2. customthe solvent was removed in vacuo
  3. customThis material was chromatographed on silica gel using 10% EtOAc in hexane as eluant

Sources & evidence

ORD record
ord-047038187cef4af29f5afb884b7dcd4b
Source dataset
uspto-grants-2000_06
Patent number
US06080870

Reaction notes

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