Water → Ethyl 4-(2-carbamoylmethoxyethyl)piperazine-1-carboxylate

HRID 1383753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1383753
Cl[CH2:2][CH2:3][O:4][CH2:5][C:6]([NH2:8])=[O:7].[N:9]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[Na+].[Na+].O>C1(C)C=CC=CC=1.[I-].[K+].C(O)(C)C>[C:6]([CH2:5][O:4][CH2:3][CH2:2][N:12]1[CH2:11][CH2:10][N:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:14][CH2:13]1)(=[O:7])[NH2:8]

Komponenten

8

Edukt 4

HCID 962WaterHCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 10340Sodium CarbonateHCID 110189312-(2-Chloroethoxy)acetamide

Produkt 1

HCID 21188378Ethyl 4-(2-carbamoylmethoxyethyl)piperazine-1-carboxylateAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 4875Potassium IodideKatalysatorHCID 1140TolueneLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

15.13 g of (2-chloroethoxy)acetamide (0.11 mol), 14.6 ml of ethyl piperazine carboxylate (0.1 mol), 23.3 g of sodium carbonate (0.22 mol) and 1.0 g of potassium iodide in 25 ml of toluene are introduced into a round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. The mixture is heated at the reflux temperature for 4 hours and is allowed to cool to room temperature. The reaction is continued, still with stirring, for a further 16 hours. 100 ml of isopropanol are added and the solid materials formed are filtered off. The solvent is evaporated from the filtrate under reduced pressure to dryness. The product obtained after evaporation of the solvents is recrystallized from toluene. 21.35 g of ethyl 4-(2-carbamoylmethoxyethyl)piperazine-1-carboxylate are obtained. Yield: 82%. Mass spectrum: 260 (MH+), 214 (M+−OEt).

Aufarbeitung

  1. temperaturecooled condenser and a mechanical stirrer
  2. temperatureThe mixture is heated at the reflux temperature for 4 hours
  3. customthe solid materials formed
  4. filtrationare filtered off
  5. customThe solvent is evaporated from the filtrate under reduced pressure to dryness
  6. customThe product obtained
  7. customafter evaporation of the solvents
  8. customis recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-453d91fe6e56431e8f6fb19b2bde1b77
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255487B1

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