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

HRID 1781037Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1781037
[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-c070473595ab44adbb5b496789489738
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05631373

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