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Hexamethylenetetramine → 4-Methoxy-3-(trifluoromethyl)benzaldehyde

HRID 2300130
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2300130
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:10].C1N2CN3CN(C2)CN1C3.FC(F)(F)[C:25](O)=[O:26]>>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[O:9][CH3:10])[CH:25]=[O:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 27752511-Methoxy-2-(trifluoromethyl)benzene

Produkt 1

HCID 27752914-Methoxy-3-(trifluoromethyl)benzaldehyde

Versuchsvorschrift

A mixture of 8.5 g 2-trifluoromethyl anisole and 7.0 g hexamethylene tetramine was stirred at 90° C. for 1.5 hr in 80 ml trifluoroacetic acid. The reaction solution was evaporated. The resulting residue was dissolved in ethyl acetate, and it was added dropwise into ice-cooled saturated aqueous sodium bicarbonate. The ethyl acetate layer was recovered and washed with brine. It was dried over anhydrous magnesium sulfate, filtered, and evaporated. The resulting residue was purified by silica gel column chromatography to give 5.8 g of 3-trifluoromethyl-p-anisaldehyde.

Aufarbeitung

  1. customThe reaction solution was evaporated
  2. dissolutionThe resulting residue was dissolved in ethyl acetate
  3. additionit was added dropwise into ice-
  4. temperaturecooled saturated aqueous sodium bicarbonate
  5. customThe ethyl acetate layer was recovered
  6. washwashed with brine
  7. dry with materialIt was dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customThe resulting residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ed346788d6fc41e588430e09a75b3d6a
Quelldatensatz
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06498159B1

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