反应 #50679

反应方程式

2-(1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione

acetyl chloride

tin (IV) chloride

→

product

2-(2-Acetyl-1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione

溶剂

DCM

反应条件

后处理

1. 1
   其他the temperature below 0° C
2. 2
   其他The layers were separated
3. 3
   萃取the aqueous phase was extracted with DCM
4. 4
   洗涤The combined organics were washed twice with 5% HCl (aq.)
5. 5
   干燥dried (MgSO4)
6. 6
   过滤Filtration and concentration
7. 7
   其他gave the crude product
8. 8
   其他Purification via flash column chromatography (silica gel, DCM)

实验过程

To a stirred solution of acetyl chloride (6.77 ml) in DCM (400 ml) was added tin (IV) chloride (11.14 ml) at -5° C., under nitrogen. 2-(1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione (20.0 g) was then added portion-wise, keeping the temperature below 0° C. The reaction mixture was then stirred at 0° C. for 0.5 hour, at which time it was poured into ice water. The layers were separated and the aqueous phase was extracted with DCM. The combined organics were washed twice with 5% HCl (aq.) and dried (MgSO4). Filtration and concentration gave the crude product. Purification via flash column chromatography (silica gel, DCM) afforded 9.62 g of the product as a solid, m.p. 204°-205° C.

来源