Potassium Iodide → 5-[2-[4-(3-Fluorophenyl)-1-Piperazinyl]Ethyl]-3-Methyl-2-Oxazolidinone

HRID 1533928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1533928
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.Cl[CH2:15][CH2:16][CH:17]1[O:21][C:20](=[O:22])[N:19]([CH3:23])[CH2:18]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(O)CCC>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:15][CH2:16][CH:17]3[O:21][C:20](=[O:22])[N:19]([CH3:23])[CH2:18]3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 774181-(3-Fluorophenyl)piperazineHCID 146987465-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-one

Produkt 1

HCID 150300695-[2-[4-(3-Fluorophenyl)-1-Piperazinyl]Ethyl]-3-Methyl-2-Oxazolidinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

A mixture of 8.0 g (0.044 mol) of 1-(3-fluorophenyl)piperazine, 8.0 g (0.049 mol) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 18.7 g (0.176 mol) of anhydrous sodium carbonate, and 0.3 g (0.002 mol) of potassium iodide in 250 mL of 1-butanol was heated at reflux for 16 h. The mixture was concentrated under reduced pressure and the residue partitioned between 300 mL of benzene and 300 mL of water. The benzene layer was washed with water and brine, dried (MgSO4) and concentrated under reduced pressure to give a light-yellow solid. The solid was recrystallized from benzene-petroleum ether (30°-60° C.) to yield 9.5 g (70%) of white soldi, mp 92°-93° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. concentrationThe mixture was concentrated under reduced pressure
  4. customthe residue partitioned between 300 mL of benzene and 300 mL of water
  5. washThe benzene layer was washed with water and brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated under reduced pressure
  8. customto give a light-yellow solid
  9. customThe solid was recrystallized from benzene-petroleum ether (30°-60° C.)
  10. customto yield 9.5 g (70%) of white soldi, mp 92°-93° C.

Quellen und Nachweise

ORD-Eintrag
ord-9cf1690d38934372a5121430742727c9
Quelldatensatz
uspto-grants-1992_02
Patentnummer
US05086055

Notizen zur Reaktion

Wird geladen…