反应 #1519097

反应方程式

methanol

sodium hydride

Isatin

→

N-[4-(1,3-dioxolyl)phenyl]isatin

溶剂

chloroform

chloroform

DMF

反应条件

后处理

1. 1
   温度This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours
2. 2
   温度It was then cooled to room temperature
3. 3
   过滤The resulting suspension was filtered
4. 4
   浓缩the filtrate was concentrated under reduced pressure
5. 5
   其他evaporated to dryness
6. 6
   其他A thick, viscous oil was recovered which
7. 7
   其他such for the next reaction

实验过程

Isatin (1.88 g, 0.0128 moles) in anhydrous DMF (100 mL) was cooled in an ice bath under nitrogen and treated with sodium hydride (0.3 g, 1 equivalent). The reaction was warmed to room temperature and stirred for 1 hour. It was then treated with 2-(4-bromophenyl)-1,3-dioxalane (2.83 g, 0.0124 moles) followed by CuI (4.71 g, 2 equivalents). This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours. It was then cooled to room temperature and diluted with an equal volume of chloroform. The resulting suspension was filtered and the filtrate was concentrated under reduced pressure. The residue was suspended in xylenes (100 mL) and evaporated to dryness. A thick, viscous oil was recovered which was used as such for the next reaction. TLC (5% methanol in chloroform) showed clean conversion, Rf (product)=0.91.

来源