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n-((4-Benzylmorpholin-2-yl)methyl)acetamide → N-(morpholin-2-ylmethyl)acetamide

HRID 1608209
Notes
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Reaction equation

HRID 1608209 reaction equation
[C:1]([NH:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8](CC2C=CC=CC=2)[CH2:7]1)(=[O:3])[CH3:2]>C(O)C.C(O)(=O)C.[Pd]>[C:1]([NH:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][NH:8][CH2:7]1)(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 14877386n-((4-Benzylmorpholin-2-yl)methyl)acetamide

Product 1

HCID 10241064N-(morpholin-2-ylmethyl)acetamide

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

2-Acetylaminomethyl-4-benzylmorpholine (120 g) is dissolved in a mixture of ethanol (1000 ml) and acetic acid (30 ml) and hydrogenated over 10% palladium on carbon (5 g) at about 60° C. After the calculated amount of the hydrogen is absorbed, the catalyst is filtered off. The filtrate is evaporated under reduced pressure to give the title compound as an oil.

Workup

  1. customAfter the calculated amount of the hydrogen is absorbed
  2. filtrationthe catalyst is filtered off
  3. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-aed908b8f1af456baaf178f72a08fb01
Source dataset
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04870074

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes