Reaktion #966166

ord-5734440650dc40a4b18216a4247e11e4

Reaktionsgleichung

Cc1ccc(C(=O)O)cc1[N+](=O)[O-]
4-Methyl-3-nitrobenzoic acid
O=S(=O)(O)O
sulfuric acid
CO
methanol
COC(=O)c1ccc(C)c([N+](=O)[O-])c1
titled compound
COC(=O)c1ccc(C)c([N+](=O)[O-])c1
methyl 4-methyl-3-nitrobenzoate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe reaction mixture was heated
  2. 2
    Temperaturat reflux for 16 hours
  3. 3
    EinengenThe reaction mixture was concentrated under reduced pressure
  4. 4
    Extraktionextracted with ethyl acetate
  5. 5
    TrocknenThe obtained organic layer was dried over anhydrous sodium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

To a solution of 4-Methyl-3-nitrobenzoic acid (25.4 g) in methanol (300 mL) was slowly added concentrated sulfuric acid (2 mL), and then the reaction mixture was heated at reflux for 16 hours. The reaction mixture was concentrated under reduced pressure, and then the reaction mixture was neutralized with a saturated aqueous solution of sodium hydrogen carbonate, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give the titled compound (26.9 g) as a pale yellow solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08987473B2uspto-grants-2015_03