反应 #10276

反应方程式

sodium periodate

1-pent-4-enyl-azocan-2-one

→

4-(2-oxo-azocan-1-yl)-butyraldehyde

溶剂

tetrahydrofuran

water

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.STIRRINGThe reaction mixture was stirred for 3 hours
3. 3
   过滤filtered
4. 4
   浓缩The filtrate was concentrated, saturated with solid sodium chloride
5. 5
   萃取extracted with methylene chloride
6. 6
   干燥The organic phase was dried (magnesium sulfate)
7. 7
   浓缩concentrated
8. 8
   其他Purification by silica gel chromatography
9. 9
   洗涤eluting with chloroform

实验过程

Osmium tetroxide (17 mg, 0.07 mmole) was added to 1-pent-4-enyl-azocan-2-one (5.52 g, 28.3 mmole) in a mixture of tetrahydrofuran (100 mL) and water (50 mL) under ambient water bath cooling. The mixture was stirred for 5 minutes and solid sodium periodate (15.11 g, 70.65 mmole) was added in portions over 15 minutes. The reaction mixture was stirred for 3 hours and filtered. The filtrate was concentrated, saturated with solid sodium chloride, and extracted with methylene chloride. The organic phase was dried (magnesium sulfate) and concentrated. Purification by silica gel chromatography, eluting with chloroform, gave 4-(2-oxo-azocan-1-yl)-butyraldehyde (4.72 μg).

来源