Reaktion #629140

Reaktionsgleichung

sodium carbonate

water

1-(2-bromo-4-nitrophenyl)piperazine dihydrochloride

1-({[2-(trimethylsilyl)ethoxy]carbonyl}oxy)pyrrolidine-2,5-dione

→

desired product

Ausbeute 96.1%

2-(Trimethylsilyl)ethyl 4-(2-bromo-4-nitrophenyl)piperazine-1-carboxylate

Ausbeute 96.1%

Lösungsmittel

ethyl acetate

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water and brine
2. 2
   Trocknendried over anhydrous sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto give a residue
6. 6
   SonstigeThis material was purified by flash column chromatography

Vorschrift

A solution of 1-(2-bromo-4-nitrophenyl)piperazine dihydrochloride (1.9 g, 5.8 mmol) in acetonitrile (50 mL) was treated with 1-({[2-(trimethylsilyl)ethoxy]carbonyl}oxy)pyrrolidine-2,5-dione (1.5 g, 5.9 mmol) followed by water (15 mL) and sodium carbonate (1.9 g, 18 mmol) and stirred at 20° C. for 6 h. The reaction mixture was diluted with ethyl acetate (400 mL) and washed with water and brine, dried over anhydrous sodium sulfate, filtered, and evaporated to give a residue. This material was purified by flash column chromatography to give the desired product (2.4 g, 87%) as a solid. [TEOC: (2-(trimethylsilyl)ethoxy)carbonyl]

Quelle