n-((4-Benzylmorpholin-2-yl)methyl)acetamide → N-(morpholin-2-ylmethyl)acetamide
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]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe reaction mixture was filtered with Celite
- distillationthe solvent was distilled off from the filtrate under reduced pressure
Sources & evidence
- ORD record
- ord-8f045f8ea2504154bb4973f5f0236ffd
- Source dataset
- uspto-grants-1998_04
- Patent number
- US05736550
Reaction notes
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