2-(1-Benzyl-4-pyrrolidine-1-ylpiperidine-4-yl)ethanol → 2-(4-Pyrrolidine-1-ylpiperidine-4-yl)ethanol

HRID 420598Notes

Reaction equation

HRID 420598 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:19][CH2:20][OH:21])([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CO>[N:14]1([C:11]2([CH2:19][CH2:20][OH:21])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 666580382-(1-Benzyl-4-pyrrolidine-1-ylpiperidine-4-yl)ethanol

Product 1

HCID 579662072-(4-Pyrrolidine-1-ylpiperidine-4-yl)ethanolYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(1-benzyl-4-pyrrolidine-1-ylpiperidine-4-yl)ethanol (9.28 g), 10% Pd/C (1.86 g) and methanol (100 mL) was stirred under hydrogen (4 atm) for 3 days. The insoluble material was filtrated and the filtrate was concentrated to give the title compound (6.30 g).

Workup

  1. filtrationThe insoluble material was filtrated
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-83a0a66d48144ab989e5ffabec341c64
Source dataset
uspto-grants-2012_01
Patent number
US08097610B2

Reaction notes

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