反应 #2171049

反应方程式

acetic anhydride

aluminum chloride

6-chloroacetoxy-1-pivaloylindole

→

3-acetyl-6-chloroacetoxy-1-pivaloylindole

收率 36.0%

溶剂

dichloroethane

dichloroethane

反应条件

后处理

1. 1
   workup.STIRRINGAfter stirring for 1 hour at room temperature
2. 2
   萃取The mixture was extracted with ethyl acetate
3. 3
   洗涤The extract was washed twice with water and aqueous sodium bicarbonate
4. 4
   其他dried
5. 5
   浓缩The solution was concentrated
6. 6
   其他the obtained residue was chromatographed on silica gel (ethyl acetate as eluant)

实验过程

To a suspension of 9.5 g (72 mmol) of aluminum chloride in dichloroethane (47.5 ml) was added dropwise 3.64 g (36 mmol) of acetic anhydride. After stirring for 15 min at room temperature, to the above mixture was added dropwise 3.3 g (11 mmol) of 6-chloroacetoxy-1-pivaloylindole (prepared in accordance with the literature (SYNTHESIS, p1018, 1994) in dichloroethane (33 ml). After stirring for 1 hour at room temperature, the mixture was poured into ice-water. The mixture was extracted with ethyl acetate. The extract was washed twice with water and aqueous sodium bicarbonate, and dried. The solution was concentrated and the obtained residue was chromatographed on silica gel (ethyl acetate as eluant) to give 1.23 g of 3-acetyl-6-chloroacetoxy-1-pivaloylindole as an oil. Yield: 36%.

来源