Ethanol → 2-(2-Piperazin-1-ylethoxy)acetamide

HRID 1383754Notes

Reaction equation

HRID 1383754 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]([NH2:20])=[O:19])[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)C.C([O-])=O.[NH4+]>[Pd].O>[N:11]1([CH2:14][CH2:15][O:16][CH2:17][C:18]([NH2:20])=[O:19])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

6

Reactant 3

HCID 702EthanolHCID 2723923Ammonium formateHCID 211883762-(4-Benzyl-1-piperazinyl)ethoxyacetamide

Product 1

HCID 211883622-(2-Piperazin-1-ylethoxy)acetamideYield 101.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Conditions

Temperature
30 °C

Procedure

II.2.1. 13.9 g (0.05 mol) of 2-(4-benzyl-1-piperazinyl)ethoxyacetamide prepared in Example I.2.1. and 139 ml of ethanol are introduced into a 250 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. 1.4 g o palladium on-charcoal (10% by weight) and 15.8 g of ammonium formate are then added. The mixture is heated at 30° C. for 30 minutes, and then at 40° C. for 1 hour, and again at 60° C. for 30 minutes. The mixture is allowed to cool to 40° C. and is filtered through diatomaceous earth (dicalite). The palladium is washed with ethanol. The filtrate is concentrated on a rotary evaporator under reduced pressure. 9.5 g (100%) of 2-(1-piperazinyl)ethoxyacetamide are obtained in the form of a colorless oil which crystallizes.

Workup

  1. temperaturecooled condenser and a mechanical stirrer
  2. waitagain at 60° C. for 30 minutes
  3. temperatureto cool to 40° C.
  4. filtrationis filtered through diatomaceous earth (dicalite)
  5. washThe palladium is washed with ethanol
  6. concentrationThe filtrate is concentrated on a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-f86c2f3a32d34a048c2dc4cf8046bfec
Source dataset
uspto-grants-2001_07
Patent number
US06255487B1

Reaction notes

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