反应 #43429

反应方程式

3-ethenyl-6,7-dihydro-5H-pyrano[2,3-c]pyridazine

water

sodium periodate

→

product

收率 54.3%

6,7-Dihydro-5H-pyrano[2,3-c]pyridazine-3-carbaldehyde

收率 54.3%

溶剂

—

ice water

1,4-dioxane

反应条件

后处理

1. 1
   其他the solvent was evaporated
2. 2
   workup.ADDITION1,4-Dioxane was added
3. 3
   其他evaporated
4. 4
   其他the mixture briefly held in an ultrasonic bath
5. 5
   洗涤eluted with ethyl acetate

实验过程

A solution of 3-ethenyl-6,7-dihydro-5H-pyrano[2,3-c]pyridazine (100 mg, 0.617 mmol) in 1,4-dioxane (5.5 ml)/water (1.1 ml) was cooled in ice/water and treated with sodium periodate (306 mg, 1.43 mmol) and a 4% aqueous solution of osmium tetroxide (0.55 ml). The mixture was allowed to warm to room temperature after an hour, and after a total of 4.75 hours stirring, the solvent was evaporated. 1,4-Dioxane was added and evaporated, followed by dichloromethane and the mixture briefly held in an ultrasonic bath. The whole mixture was applied to a silica gel column and eluted with ethyl acetate to give product (55 mg, 54%).

来源