4-Benzyl-2-[4-(2-hydroxyethyl)-1-piperazinyl]methylmorpholine → 2-[4-(2-Hydroxyethyl)-1-piperazinyl]methylmorpholine

HRID 369886Notes

Reaction equation

HRID 369886 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][OH:23])[CH2:17][CH2:16]2)[CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[OH:23][CH2:22][CH2:21][N:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH:10]2[O:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 232826134-Benzyl-2-[4-(2-hydroxyethyl)-1-piperazinyl]methylmorpholine

Product 1

HCID 232826232-[4-(2-Hydroxyethyl)-1-piperazinyl]methylmorpholineYield 79.1%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

4-Benzyl-2-[4-(2-hydroxyethyl)-1-piperazinyl]methylmorpholine (16 g) is dissolved in ethanol (160 ml), and thereto is added palladium hydroxide (1.6 g). The mixture is subjected to de-benzylation at 50° C. under hydrogen atmosphere. Five hours later, the mixture is filtered through a cerite pad, and the filtrate is concentrated under reduced pressure. The resulting crystals are washed with diethyl ether-n-hexane to give 2-[4-(2-hydroxyethyl)-1-piperazinyl]methylmorpholine (9.09 g).

Workup

  1. customis subjected to de-benzylation at 50° C. under hydrogen atmosphere
  2. filtrationFive hours later, the mixture is filtered through a cerite pad
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. washThe resulting crystals are washed with diethyl ether-n-hexane

Sources & evidence

ORD record
ord-e59bf8adeaee4e4aa9b9c56d5d124782
Source dataset
uspto-grants-2000_10
Patent number
US06140330

Reaction notes

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