反応 #509205

反応方程式

HCl

dimethyl malonate

potassium carbonate

2,4-difluoronitrobenzene

→

desired compound

2-(5-fluoro-2-nitro-phenyl)-malonic acid dimethyl ester

溶媒

DMF

反応条件

後処理

1. 1
   その他is brought to 60° C
2. 2
   workup.STIRRINGAfter stirring for 1 hour
3. 3
   温度it is cooled to room temperature
4. 4
   抽出The mixture is extracted with ethyl acetate (80 ml×2)
5. 5
   その他dried
6. 6
   濃縮concentrated

実験手順

To a mixture of dimethyl malonate (6.24 g, 46.7 mmol) and potassium carbonate (6.51 g, 47.2 mmol) in DMF (20 ml) is added 2,4-difluoronitrobenzene (5.00 g, 30.8 mmol). The reaction is stirred at room temperature for 1 hour and then is brought to 60° C. After stirring for 1 hour, it is cooled to room temperature and 1 N HCl (100 ml) is added. The mixture is extracted with ethyl acetate (80 ml×2). The organic layers are combined, dried and concentrated. The desired compound is obtained after flash column chromatography purification (silica gel, eluted with hexanes-ethyl acetate): 1H NMR (CDCl3) δ 3.82 (s, 6H), 5.40 (s, 1H), 7.18-7.26 (m, 21), 8.16 (dd, 1H, J1=4.8 Hz, J2=8.8 Hz); LC-MS: 272.1 (MH+).

出典