Ethanol → Ethyl 3-nitro-4-(trifluoromethyl)benzoate

HRID 446312

Reaktionsgleichung

Reaktionsgleichung von HRID 446312
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[C:13]([F:16])([F:15])[F:14])[C:7]([OH:9])=[O:8])([O-:3])=[O:2].S(=O)(=O)(O)O.[CH2:22](O)[CH3:23]>C(OCC)(=O)C.O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[C:13]([F:14])([F:15])[F:16])[C:7]([O:9][CH2:22][CH3:23])=[O:8])([O-:3])=[O:2]

Komponenten

6

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 27790153-Nitro-4-(trifluoromethyl)benzoic acid

Produkt 1

HCID 19783148Ethyl 3-nitro-4-(trifluoromethyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

3-Nitro-4-(trifluoromethyl)benzoic acid (10 g, 43 mmol) was taken up in 100 ml of ethanol and sulfuric acid (11 ml) was added to the mixture. The reaction was heated to reflux for 12 hours. The volatiles were removed in vacuo. The residue obtained was diluted with ethyl acetate and water. The layers were separated and the organic layer was washed with an aqueous solution of saturated sodium bicarbonate, water and brine. The organic layer was then dried with sodium sulfate and the volatiles removed in vacuo to give ethyl 3-nitro-4-(trifluoromethyl)benzoate a clear yellow oil.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 12 hours
  3. customThe volatiles were removed in vacuo
  4. customThe residue obtained
  5. customThe layers were separated
  6. washthe organic layer was washed with an aqueous solution of saturated sodium bicarbonate, water and brine
  7. dry with materialThe organic layer was then dried with sodium sulfate
  8. customthe volatiles removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b05d94699b224a798d9286fa064a6e48
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476434B2

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