Reaktion #1727314

Reaktionsgleichung

4-fluoro-3-nitrobenzotrifluoride

tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate

cesium carbonate

DMF

→

tert-butyl 4-{2-[2-nitro-4-(trifluoromethyl)phenoxy]ethyl}piperazine-1-carboxylate

Ausbeute 48.5%

Lösungsmittel

EtOAc

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to rt
2. 2
   SonstigeThe organic solution was separated
3. 3
   Waschenwashed with water and brine
4. 4
   Einengenconcentrated to yellow oil
5. 5
   SonstigeThe residue was purified by column chromatography

Vorschrift

Into a 1-neck round-bottom flask was added 4-fluoro-3-nitrobenzotrifluoride (1.62 mL, 0.012 mol), tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (4.00 g, 0.017 mol), cesium carbonate (11.3 g, 0.035 mol), and DMF (100 mL). The reaction was allowed to stir and heat at 60° C. overnight. The reaction mixture was allowed to cool to rt and diluted with EtOAc and water. The organic solution was separated, washed with water and brine, and concentrated to yellow oil. The residue was purified by column chromatography to give tert-butyl 4-{2-[2-nitro-4-(trifluoromethyl)phenoxy]ethyl}piperazine-1-carboxylate (2.44 g, 48%) as a brown oil. LCMS: (AA) ES+420.1.

Quelle