反应 #944015

反应方程式

1-(4-fluorophenyl)-4-hydroxymethyl-2-(4-methylsulfonylphenyl)pyrrole

→

title compound

收率 90.0%

1-(4-Fluorophenyl)-4-formyl-2-(4-methylsulfonylphenyl)pyrrole

收率 90.0%

溶剂

methylene chloride

反应条件

后处理

1. 1
   过滤At the end of this time, the reaction mixture was filtered
2. 2
   过滤filter aid
3. 3
   浓缩the filtrate was concentrated by evaporation under reduced pressure
4. 4
   洗涤eluted with a 2:3 by volume mixture of ethyl acetate and hexane

实验过程

0.58 g (1.7 mmol) of 1-(4-fluorophenyl)-4-hydroxymethyl-2-(4-methylsulfonylphenyl)pyrrole (prepared as described in Example 46) was dissolved in 30 ml of methylene chloride, and 2.40 g of manganese dioxide were added to the resulting solution. The mixture was then stirred at room temperature for 3 hours. At the end of this time, the reaction mixture was filtered using a Celite (trade mark) filter aid and the filtrate was concentrated by evaporation under reduced pressure. The resulting residue was applied to a silica gel chromatography column and eluted with a 2:3 by volume mixture of ethyl acetate and hexane, to give 0.52 g (yield 90%) of the title compound as a white powder, melting at 169-171° C.

来源