HCID 54357020, compound → HCID 53724184, compound

HRID 1977293Notes

Reaction equation

HRID 1977293 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH:14]([O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH:20]=[CH:19]3)[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)[CH3:2].[H][H]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:12][CH2:13][CH:14]([O:17][CH:18]3[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]3)[CH2:15][CH2:16]2)=[CH:9][CH:10]=1)[CH3:2]

Participants

5

Reactant 2

HCID 54357020HCID 54357020, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53724184HCID 53724184, compoundYield 61.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-[4-(2-cyclohexenyloxy)piperidin-1-yl]benzoic acid ethyl ester (3.82 g) in methanol (80 ml) was added 10% palladium on carbon (1.0 g), and hydrogen gas at atmosphere pressure for 5 hours. The reaction mixture was filtered, and the filtrate was concentrated by evaporation under reduced pressure to give 4-(4-cyclohexyloxypiperidin-1-yl)benzoic acid ethyl ester (2.38 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-fa8bd7ad6f9b48708eae403a4c4d53a8
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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