Ethanol → N-Cycloheptyl-1-(2-fluorenyl)ethylamine

HRID 37644

Reaktionsgleichung

Reaktionsgleichung von HRID 37644
[C:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)(=O)[CH3:2].[CH:17]1([NH2:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(O)C.[BH4-].[Na+]>O>[CH:17]1([NH:24][CH:1]([C:4]2[CH:16]=[CH:15][C:14]3[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[CH2:7][C:6]=3[CH:5]=2)[CH3:2])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 2899CycloheptylamineHCID 699082-AcetylfluoreneHCID 4311764Sodium borohydride

Produkt 1

HCID 19936135N-Cycloheptyl-1-(2-fluorenyl)ethylamineAusbeute 25,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2-Acetylfluorene (4.17 g, 20 mmol) and cycloheptylamine (2.38 g, 21 mmol) were heated together at 130° C. for 14 hrs and, then, distilled under reduced pressure. To the residue were added ethanol (20 ml) and sodium borohydride (0.76 g, 20 mmol) and the mixture was stirred at room temperature overnight. The mixture was then diluted with water (100 ml) and extracted with chloroform (80 ml×2 times). The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was then purified by silica gel column chromatography to give 1.58 g of the amine compound.

Aufarbeitung

  1. distillationdistilled under reduced pressure
  2. extractionextracted with chloroform (80 ml×2 times)
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was then purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bcd683ca1d504603831d112f5f722637
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420348

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