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

HRID 1383751
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1383751
Cl[CH2:2][CH2:3][O:4][CH2:5][C:6]([NH2:8])=[O:7].[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.O>C1(C)C=CC=CC=1>[N:9]1([CH2:2][CH2:3][O:4][CH2:5][C:6]([NH2:8])=[O:7])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 4837PiperazineHCID 110189312-(2-Chloroethoxy)acetamide

Produkt 1

HCID 211883622-(2-Piperazin-1-ylethoxy)acetamideAusbeute 39,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 13.15 g of (2-chloroethoxy)acetamide (0.1 mol) and 43 g of anhydrous piperazine (0.5 mol) in 250 ml of toluene is 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. The precipitate formed is filtered off while hot and the solvent of the filtrate is evaporated off under reduced pressure to dryness. The evaporation residue is purified by chromatography on silica gel (eluent: 14/5/1 (v/v/v) of dichloromethane/methanol/28% aqueous ammonia solution). 7.4 g of 2-[2-(1-piperazinyl)ethoxy]acetamide are obtained in the form of a yellow oil. Yield: 39% Mass spectrum: 188 (MH+), 99 (HN(C4H8)N+=CH2), 44 (CONH2).

Aufarbeitung

  1. additionis introduced into a round-bottomed flask
  2. temperaturecooled condenser and a mechanical stirrer
  3. temperatureThe mixture is heated at the reflux temperature for 4 hours
  4. customThe precipitate formed
  5. filtrationis filtered off while hot and the solvent of the filtrate
  6. customis evaporated off under reduced pressure to dryness
  7. customThe evaporation residue is purified by chromatography on silica gel (eluent: 14/5/1 (v/v/v) of dichloromethane/methanol/28% aqueous ammonia solution)

Quellen und Nachweise

ORD-Eintrag
ord-02214f4e121e4dc189ef496d532ac9ab
Quelldatensatz
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06255487B1

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