HCID 20255250, Verbindung → 1-(2-Methoxyphenyl)-1-oxo-1lambda~5~-piperazine

HRID 463722Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 463722
C([CH:5]1[CH2:10][N+:9]([O-:19])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])[CH2:8][CH2:7][N:6]1C([O-])=O)(C)(C)C>FC(F)(F)C(O)=O>[CH3:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N+:9]1([O-:19])[CH2:8][CH2:7][NH:6][CH2:5][CH2:10]1

Komponenten

3

Edukt 1

HCID 20255250HCID 20255250, Verbindung

Produkt 1

HCID 135605501-(2-Methoxyphenyl)-1-oxo-1lambda~5~-piperazineAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

To a stirred ice cold solution of 260 ml trifluoroacetic acid there was added under nitrogen, 26 g of tert-butyl-4-(2-methoxyphenyl)-1-piperazinecarboxylate 4-oxide and stirred for another 6 hours at ambient temperature. The solvent was removed in vacuo. The slurry was taken up in 200 ml ether and extracted twice with each 150 ml of water. The aqueous solution was applied to a column packed with 500 g Dowex 2 (×4, 20-50 mesh, OH- form) and the N-oxide-base eluted with water. After evaporation of the solvent in vacuo, the white foam (18.6 g) was dissolved in a minumum of methylene chloride and the base precipitated by addition of diisopropylether to give 13.1 g colorless hygroscopic crystals of 1-(2-methoxyphenyl)piperazine 1-oxide, mp 157°-160°. The dihydrochloride was crystallized from ethanol/ether, mp 192°-194°.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. extractionextracted twice with each 150 ml of water
  3. washthe N-oxide-base eluted with water
  4. customAfter evaporation of the solvent in vacuo
  5. dissolutionthe white foam (18.6 g) was dissolved in a minumum of methylene chloride
  6. customthe base precipitated by addition of diisopropylether

Quellen und Nachweise

ORD-Eintrag
ord-242bc0218b494e81bd459c7c1e6cdc85
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544657

Notizen zur Reaktion

Wird geladen…