Reaktion #91946

Reaktionsgleichung

4-bromo-1-fluoro-2-nitrobenzene

dimethyl malonate

K2CO3

→

1,3-dimethyl 2-(4-bromo-2-nitrophenyl)propanedioate

Lösungsmittel

water

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture stirred at 40° C. overnight
2. 2
   TemperaturThe reaction was cooled
3. 3
   Extraktionextracted with EtOAc (100 mL×3)
4. 4
   WaschenThe combined organic layers were washed with brine (100 mL)
5. 5
   Trocknendried (Na2SO4)
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was triturated with PE

Vorschrift

To a solution of dimethyl malonate (7.8 mL, 68.2 mmol) in DME (100 mL) at 0° C. was added K2CO3 (12.6 g, 91.0 mmol). The reaction mixture was stirred for 30 min, and then 4-bromo-1-fluoro-2-nitrobenzene (10.0 g, 45.5 mmol) was added. The reaction mixture stirred at 40° C. overnight. The reaction was cooled, diluted with water (200 mL), and extracted with EtOAc (100 mL×3). The combined organic layers were washed with brine (100 mL), dried (Na2SO4) and concentrated. The residue was triturated with PE:EtOAc=8:1 (30 mL) to 13.0 g (86%) of the title compound as a yellow solid. [M+H] Calc'd for C11H10BrNO6, 332, 334. Found, 332, 334.

Quelle