Acetic Acid → N-Hexyl-2,4-difluorobenzylamine

HRID 974401Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 974401
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[CH:11](=O)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(O)(=O)C.[H][H]>[Ni].C(O)C.O1CCCC1>[CH2:11]([NH:5][CH2:4][C:3]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:2]=1[F:1])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

8

Edukt 4

HCID 176Acetic AcidHCID 6184HexanalHCID 27332442,4-DifluorobenzylamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 19986431N-Hexyl-2,4-difluorobenzylamineAusbeute 29,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

71.6 g (0.50 mol) of 2,4-difluorobenzylamine, 100.2 g (1.0 mol) of caproaldehyde, 1.0 g of acetic acid, 10 g of Raney nickel in ethanol and 500 ml of tetrahydrofuran are introduced into a 1 l autoclave. This mixture is heated to 100° C. and hydrogenated with stirring and under a pressure of 100 bar. After 13 hours, the take-up of hydrogen is 142% of theory. The black suspension is filtered, and the filtrate is evaporated on a rotary evaporator and subsequently distilled at 77° C. and 2 mbar. 33.1 g of a colourless liquid are obtained.

Aufarbeitung

  1. filtrationThe black suspension is filtered
  2. customthe filtrate is evaporated on a rotary evaporator
  3. distillationsubsequently distilled at 77° C.

Quellen und Nachweise

ORD-Eintrag
ord-fb86c5117e6f450b869ebbf7fc366f36
Quelldatensatz
uspto-grants-1991_11
Patentnummer
US05068371

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