Sulfuric Acid → 2-Methoxy-5-(trifluoromethoxy)benzaldehyde

HRID 379487

Reaktionsgleichung

Reaktionsgleichung von HRID 379487
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=1.FC(F)(F)[C:16](O)=[O:17].C1N2CN3CN(C2)CN1C3.S(=O)(=O)(O)O>C(OCC)(=O)C.CCCCCC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([F:11])([F:12])[F:13])=[CH:5][C:4]=1[CH:16]=[O:17]

Komponenten

6

Edukt 4

HCID 1118Sulfuric AcidHCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 27249731-Methoxy-4-(trifluoromethoxy)benzene

Produkt 1

HCID 27833642-Methoxy-5-(trifluoromethoxy)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Combine 2-methoxy-5-trifluoromethoxybenzene (1.0 g, 5.2 mmol) and trifluoroacetic acid (200 mL). Add slowly portionwise hexamethylenetetraamine (26 g, 185.7 mmol). Heat at 60° C. After 24 hours, cool to ambient temperature and pour the reaction mixture into a 2M aqueous solution of sulfuric acid (500 mL). Cool and extract ten times with diethyl ether. Dry the combined organic layers over Na2SO4, filter, and evaporate invacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/4 ethyl acetate/hexane to give 2-methoxy-5-trifluoromethoxybenzaldehyde.

Aufarbeitung

  1. temperaturecool to ambient temperature
  2. temperatureCool
  3. extractionextract ten times with diethyl ether
  4. dry with materialDry the combined organic layers over Na2SO4
  5. filtrationfilter
  6. customevaporate invacuo
  7. customto give a residue

Quellen und Nachweise

ORD-Eintrag
ord-2f64c9662f21423cb61afebff02135b0
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297259B1

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