1'-Benzyl-4-methoxy-[1,4']bipiperidinyl → 4-Methoxy-1,4'-bipiperidine

HRID 730631Notes

Reaction equation

HRID 730631 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:19][CH2:18][CH:17]([O:20][CH3:21])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.O.[Pd]>[CH3:21][O:20][CH:17]1[CH2:18][CH2:19][N:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:15][CH2:16]1

Participants

6

Reactant 2

HCID 672738091'-Benzyl-4-methoxy-[1,4']bipiperidinylHCID 178418361HCID 178418361, compound

Product 1

HCID 433730034-Methoxy-1,4'-bipiperidine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A suspension of 2.1 (5.87 mmol) 1′-benzyl-4-methoxy-[1,4′]bipiperidinyl and 1.0 g 10% Pd/C in 50 mL MeOH and 20 mL water was hydrogenated for 8 h at RT and 3 bar hydrogen pressure. The catalyst was removed by suction filtering, the filtrate was concentrated by evaporation i. vac., the residue was triturated with diethyl ether, suction filtered and dried.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. concentrationthe filtrate was concentrated by evaporation i
  4. custom, the residue was triturated with diethyl ether, suction
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-1c125bde6a184d75a9c7317b58ff524b
Source dataset
uspto-grants-2009_09
Patent number
US07582625B2

Reaction notes

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