Benzene → 2-Chloro-4-fluoro-1-nitrobenzene

HRID 461855

Reaktionsgleichung

Reaktionsgleichung von HRID 461855
[Cl:1][C:2]1[CH:3]=[C:4]([F:8])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[N+:14]([O-])([OH:16])=[O:15].C1C=CC=CC=1>CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([F:8])[CH:5]=[CH:6][C:7]=1[N+:14]([O-:16])=[O:15]

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 2230871-Chloro-3-fluorobenzene

Produkt 1

HCID 750172-Chloro-4-fluoro-1-nitrobenzeneAusbeute 16,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

m-Chlorofluorobenzene (240 g. 1.85 moles) is added to a mixture of sulfuric acid (185 g. 1.85 moles) and nitric acid (166 g., 1.85 moles) at -5° C. in 3.5 hours, stirred 13 hours, then benzene (200 ml.) and hexane (200 ml.) are added. The extract is washed with water (1 × 300 ml.), are added. The extract is washed with water (1 × 300 ml.), sodium carbonate solution (1 × 300 ml.), and water (1 × 300 ml.), dried and the solvents removed. The residue is distilled to give 138 g. of mixed isomers. The 4-nitro isomer crystallizes and is filtered off to give 3-chloro-4-nitro-fluorobenzene (51 g. 16.7%) m.p. 36°-38° C.

Aufarbeitung

  1. washThe extract is washed with water (1 × 300 ml.)
  2. additionare added
  3. washThe extract is washed with water (1 × 300 ml.), sodium carbonate solution (1 × 300 ml.), and water (1 × 300 ml.)
  4. customdried
  5. customthe solvents removed
  6. distillationThe residue is distilled
  7. customto give 138 g
  8. customThe 4-nitro isomer crystallizes
  9. filtrationis filtered off

Quellen und Nachweise

ORD-Eintrag
ord-0eb3adb1d3fa4850b505f17074742145
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04063929

Verknüpfte Notizen

Wird geladen…