反应 #2139946

反应方程式

oxalic acid

6-bromo-2-fluoro-3-pentylphenol

6-bromo-2-fluoro-3-methylbenzoic acid

→

6-bromo-2-fluoro-3-pentylphenyl 6-bromo-2-fluoro-3-methylbenzoate

收率 92.5%

溶剂

dichloro-methane

dichloromethane

反应条件

后处理

1. 1
   workup.WAITAfter 1 hour
2. 2
   过滤the precipitated solid was filtered off
3. 3
   其他the filtrate was evaporated under reduced pressure
4. 4
   过滤The crude product was filtered through silica gel with n-heptane/1-chlorobutane (1:1)

实验过程

43.2 g (0.165 mol) of 6-bromo-2-fluoro-3-pentylphenol, 40.5 g (0.173 mol) of 6-bromo-2-fluoro-3-methylbenzoic acid and 3.52 g (29 mmol) of 4-(dimethylamino)pyridine were initially introduced in 300 ml of dichloro-methane, and a solution of 35.7 g (0.172 mol) of N,N-dicyclohexyl-carbodiimide in 80 ml of dichloromethane was added. The batch was stirred overnight at room temperature, and 4.16 g (33 mmol) of oxalic acid were subsequently added. After 1 hour, the precipitated solid was filtered off, and the filtrate was evaporated under reduced pressure. The crude product was filtered through silica gel with n-heptane/1-chlorobutane (1:1), giving 72.7 g (91% of theory) of 6-bromo-2-fluoro-3-pentylphenyl 6-bromo-2-fluoro-3-methylbenzoate as a colourless oil.

来源