HCID 25139344, compound → HCID 23151271, compound

HRID 1523396Notes

Reaction equation

HRID 1523396 reaction equation
[H][H].[CH:3]1([N:7]2[CH2:12][CH2:11][CH:10]([O:13][C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1>CO.[Pd]>[CH:3]1([N:7]2[CH2:12][CH2:11][CH:10]([O:13][C:14]3[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 25139344HCID 25139344, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23151271HCID 23151271, compoundYield 95.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogen gas was bubbled through a solution of 1-Cyclobutyl-4-(4-nitrophenoxy)piperidine (94.9 g, 0.344 moles, obtained in above step) over 10% Pd/C (95 g) in methanol (2 L) at room temperature, for 5 hours. The mixture was filtered through a pad of celite, and the filtrate was concentrated under vacuum to obtain the title compound 81 g (Yield: 95.7%).

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-263f63ceb69d4eda97f288f9178832e6
Source dataset
uspto-grants-2015_07
Patent number
US09079888B2

Reaction notes

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