2-Chloro-1-fluoro-4-nitrobenzene → 1-acetyl-4-(2-chloro-4-nitrophenyl)piperazine

HRID 1441354Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441354
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[C:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)(=[O:14])[CH3:13]>CCOC(C)=O.O>[C:12]([N:15]1[CH2:20][CH2:19][N:18]([C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[Cl:1])[CH2:17][CH2:16]1)(=[O:14])[CH3:13]

Komponenten

5

Edukt 2

HCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 837951-Acetylpiperazine

Produkt 1

HCID 28875881-acetyl-4-(2-chloro-4-nitrophenyl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Chloro-1-fluoro-4-nitrobenzene (10 g, 57 mmol) and 1-acetylpiperazine (14.6 g, 114 mmol) were heated neat at 55° C. for 1 h. Then the reaction mixture was allowed to cool down to room temperature. The viscous orange solution was diluted with EtOAc and water. The organics were washed with water (3 times), brine, dried and evaporation of the solvent gave an orange oil which was triturated with isohexane. After evaporation of solvent the title compound was obtained as a yellow solid which was dried overnight in vac oven at 50° C. (15.68 g, 97%). It was used without further purification. NMR (400 MHz) 2.03 (d, 3H), 3.18 (dt, 4H), 3.62 (m, 4H), 7.30 (d, 1H), 8.17 (dd, 1H), 8.26 (d, 1H); m/z 284-286.

Aufarbeitung

  1. washThe organics were washed with water (3 times), brine
  2. customdried
  3. customevaporation of the solvent
  4. customgave an orange oil which
  5. customwas triturated with isohexane
  6. customAfter evaporation of solvent the title compound
  7. customwas obtained as a yellow solid which
  8. customwas dried overnight in vac oven at 50° C. (15.68 g, 97%)
  9. customIt was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-b04e436f1cae4cdaa086f793015682a1
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07655652B2

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