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

HRID 1598368
Notes
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Reaction equation

HRID 1598368 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.[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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

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

Product 1

HCID 10241064N-(morpholin-2-ylmethyl)acetamideYield 122.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 18476134Acetic acid ethanolSolvent

Conditions

Temperature
60 °C

Procedure

In a solution of 2-(N-acetylaminomethyl)-4-benzylmorpholine (20 g, 80.7 mmol) in ethanol-acetic acid (20/1, 210 ml) was suspended 2.0 g of 10% palladium-carbon and the mixture was stirred at 60° C. under hydrogen stream for 22 hours. The reaction mixture was filtered with Celite, the solvent was distilled off from the filtrate under reduced pressure to give crude 2-(N-acetylaminomethyl)morpholine (15.62 g). Yield=100%. This compound was used for the subsequent reaction without purification.

Workup

  1. filtrationThe reaction mixture was filtered with Celite
  2. distillationthe solvent was distilled off from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-8f045f8ea2504154bb4973f5f0236ffd
Source dataset
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05736550

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes