Water → (4-Aminomethyl-2-trifluoromethyl-phenyl)-dimethyl-amine

HRID 1249891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249891
[CH3:1][N:2]([CH3:15])[C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[C:11]([F:14])([F:13])[F:12].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[NH2:8][CH2:7][C:6]1[CH:9]=[CH:10][C:3]([N:2]([CH3:1])[CH3:15])=[C:4]([C:11]([F:12])([F:13])[F:14])[CH:5]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 217328174-(Dimethylamino)-3-(trifluoromethyl)benzonitrile

Produkt 1

HCID 18543285(4-Aminomethyl-2-trifluoromethyl-phenyl)-dimethyl-amineAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 4-dimethylamino-3-trifluoromethylbenzonitrile (0.35 g) in tetrahydrofuran (2 mL) is slowly added to a suspension of lithium aluminum hydride (0.1 g) in tetrahydrofuran (2 mL) at 0° C. and stirred under an atmosphere of argon for 2 hours. While at 0° C. water (0.1 mL) is slowly added followed by 5% sodium hydroxide (0.1 mL) and water (0.3 mL). The resulting gray solid is filtered and washed with tetrahydrofuran. The filtrates are collected and concentrated under reduced pressure and the resulting oil is chromatographed over silica gel (15% methanol in methylene chloride is used as the eluant) to provide the desired product as a pale orange oil (0.164 g)

Aufarbeitung

  1. filtrationThe resulting gray solid is filtered
  2. washwashed with tetrahydrofuran
  3. customThe filtrates are collected
  4. concentrationconcentrated under reduced pressure
  5. customthe resulting oil is chromatographed over silica gel (15% methanol in methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-c0bbfc366156407dbeb5ee16fb5f72c6
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335350B1

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