Reaktion #51216

Reaktionsgleichung

4-nitrofluorobenzene

trans-1,4-cyclohexanediamine

potassium carbonate

→

trans-N-(4-nitrophenyl)-1,4-cyclohexanediamine

Ausbeute 82.0%

Lösungsmittel

N,N-dimethylacetamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Extraktionthe reaction mixture was extracted with ethyl acetate
3. 3
   TrocknenThe extract was dried over anhydrous potassium carbonate
4. 4
   Sonstigethe solvent was removed under reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-ammonia (90:10:1))
6. 6
   Sonstigethe solvent was removed

Vorschrift

A N,N-dimethylacetamide (30 ml) solution containing 4-nitrofluorobenzene (1.69 g) and trans-1,4-cyclohexanediamine (4.1 g) was stirred at 144° C. for 3 days. After cooling, an aqueous saturated potassium carbonate solution was added to the reaction solution, and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous potassium carbonate, and then, the solvent was removed under reduced pressure. The residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-ammonia (90:10:1)), and the solvent was removed to obtain trans-N-(4-nitrophenyl)-1,4-cyclohexanediamine (Reference Example 3-41 in Table 5) (2.31 g).

Quelle