HCID 178420347, compound → HCID 178511561, compound

HRID 2091664Notes

Reaction equation

HRID 2091664 reaction equation
C([N:8](CC1C=CC=CC=1)[C@H:9]1[CH2:14][CH2:13][C@@H:12]([CH2:15][O:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][NH:20]2)[CH2:11][CH2:10]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[NH:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH:19]1[CH2:18][CH2:17][O:16][CH2:15][C@@H:12]1[CH2:11][CH2:10][C@H:9]([NH2:8])[CH2:14][CH2:13]1

Participants

4

Reactant 1

HCID 178420347HCID 178420347, compound

Product 1

HCID 178511561HCID 178511561, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

cis-N,N-Dibenzyl-N-{4-[(2-piperidylethoxy)methyl]cyclohexyl}amine (2.84 g, 6.65 mmol) was dissolved in 20 mL of ethanol. Palladium hydroxide (20% weight) was added (50 mg) and the reaction was stirred overnight under an atmosphere of hydrogen. The catalyst was removed by filtration and washed with small portions of ethanol. The filtrate was concentrated and used without further purification. (quantitative yield): ES-MS (m/z) 241.

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with small portions of ethanol
  3. concentrationThe filtrate was concentrated
  4. customused without further purification

Sources & evidence

ORD record
ord-458432eeec194680b8ace6a2fa3d5c53
Source dataset
uspto-grants-2013_05
Patent number
US08440661B2

Reaction notes

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