反应 #355776

反应方程式

Water

4-(methylthio)benzonitrile

lithium diisopropylamide

3-methyl-2-butenoic acid

→

title compound

收率 43.0%

4-Methyl-6-[4-(methylthio)phenyl]-2-pyridone

收率 43.0%

溶剂

ethyl acetate

THF

heptane THF ethyl benzene

THF

THF

反应条件

后处理

1. 1
   温度After cooling to −78° C.
2. 2
   workup.ADDITIONUpon complete addition
3. 3
   温度the reaction was warmed to room temperature
4. 4
   过滤the resulting precipitate filtered
5. 5
   洗涤washed with ethyl acetate
6. 6
   其他dried

实验过程

To a stirred solution of lithium diisopropylamide (50 mL of a 2M solution in heptane/THF/ethyl benzene, 0.1 mol) in THF (50 mL) at −78° C. and under an atmosphere of nitrogen was added dropwise a solution of 3-methyl-2-butenoic acid (5 g, 0.05 mol) in THF (50 mL). The reaction was warmed to 0° C. for 30 minutes. After cooling to −78° C., a solution of 4-(methylthio)benzonitrile (7.45 g, 0.05 mol) in THF (50 mL) was added dropwise. Upon complete addition, the reaction was warmed to room temperature and stirred for 3 hours. Water (150 mL) and ethyl acetate (100 mL) were added to the reaction mixture and the resulting precipitate filtered, washed with ethyl acetate and dried to give the title compound (4.96 g, 43%) LC retention time 2.75 mins, MS m/z 232 (MH+).

来源