反应 #50683

反应方程式

water

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

isobutyryl chloride

tin (IV) chloride

→

product

2-[2-(2-Methyl-1-oxopropyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione

溶剂

DCM

反应条件

后处理

1. 1
   workup.ADDITIONwas added portion-wise
2. 2
   其他The layers were separated
3. 3
   洗涤the organic phase was washed twice with water, once with 5% HCl (aq.)
4. 4
   干燥subsequently dried (MgSO4)
5. 5
   过滤Filtration and concentration
6. 6
   其他gave the crude product
7. 7
   其他Purification via preparative HPLC (silica gel, DCM)

实验过程

To a stirred solution of isobutyryl chloride (5.4 ml) in DCM (250 ml) was added tin (IV) chloride (5.8 ml) at -10° C. under nitrogen. After stirring for 15 minutes in the cooling bath, 2-(1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione (10.0 g) was added portion-wise. The reaction mixture was allowed to warm to room temperature, and stir for three days, at which time it was poured into cold water. The layers were separated and the organic phase was washed twice with water, once with 5% HCl (aq.), and subsequently dried (MgSO4). Filtration and concentration gave the crude product. Purification via preparative HPLC (silica gel, DCM) afforded 2.5 g of the product as a solid, m.p. 147°-149° C.

来源