Potassium Nitrate → 1,4-Difluoro-2-methyl-5-nitrobenzene

HRID 1600744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1600744
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[N+:10]([O-])([O-:12])=[O:11].[K+]>OS(O)(=O)=O>[F:1][C:2]1[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]([F:8])=[CH:4][C:3]=1[CH3:9]

Komponenten

4

Edukt 2

HCID 24434Potassium NitrateHCID 679802,5-Difluorotoluene

Produkt 1

HCID 2306581,4-Difluoro-2-methyl-5-nitrobenzeneAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
28 °C

Versuchsvorschrift

To a stirred solution of 2,5-difluorotoluene (0.544 g, 4.25 mmol, Aldrich, used as received) in conc. H2SO4 (5.0 mL) at 0° C., KNO3 (0.430 g, 4.25 mmol) was added in one portion. The resulting pale yellow solution was warmed to 28° C. and stirred at that temperature overnight. It was then poured into ice (25 g) and extracted with ethyl acetate (40 mL). The extract was dried over Na2SO4 and evaporated to afford 0.555 g (91%) of the title compound as a light red oil; 1H NMR (CDCl3): 2.369 (d, 3H, J=1.8 Hz), 7.127 (dd, 1H, J1 =8.1 Hz, J2 =6.0 Hz), 7.734 (dd, 1H, J1 =8.4 Hz, J2 =6.3 Hz).

Aufarbeitung

  1. extractionextracted with ethyl acetate (40 mL)
  2. dry with materialThe extract was dried over Na2SO4
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-49434420ea2548069bc94d84b49bbd99
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977107

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