Water → 2-(Butyl-ethyl-amino)-5-trifluoromethyl-benzaldehyde

HRID 603992

Reaktionsgleichung

Reaktionsgleichung von HRID 603992
F[C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:14]([NH:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17].C(=O)([O-])[O-].[K+].[K+].O>C1(C)C=CC=CC=1.C(OCC)C>[CH2:14]([N:18]([CH2:19][CH3:20])[C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=[O:5])[CH2:15][CH2:16][CH3:17]

Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 25914ButylethylamineHCID 27349042-Fluoro-5-(trifluoromethyl)benzaldehyde

Produkt 1

HCID 866267522-(Butyl-ethyl-amino)-5-trifluoromethyl-benzaldehydeAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-Fluoro-5-trifluoromethyl-benzaldehyde (5.0 g) and butyl-ethyl-amine (3.95 g) are dissolved in toluene (50 ml) and thereto is added potassium carbonate (10.78 g) and the mixture is heated under reflux overnight. The reaction solution is cooled to room temperature, and thereto are added water and diethyl ether, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=19:1→4:1) to give 2-(butyl-ethyl-amino)-5-trifluoromethyl-benzaldehyde (6.54 g). MS (m/z): 274 [M+H]+

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux overnight
  3. customthe mixture is separated
  4. washthe organic layer is washed with a saturated brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=19:1→4:1)

Quellen und Nachweise

ORD-Eintrag
ord-8797808e003843358f9208d04ccbea49
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906517B2

Verknüpfte Notizen

Wird geladen…