反応 #43450

反応方程式

sodium periodate

3-ethenyl-6,7-dihydro[1,4]dioxino[2,3-c]pyridazine

→

solid

収率 64.4%

6,7-Dihydro[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde

収率 64.4%

溶媒

1,4-dioxane water

反応条件

後処理

1. 1
   その他was evaporated to dryness
2. 2
   その他azeotroped with 1,4-dioxane
3. 3
   workup.ADDITIONSilica gel, 1,4-dioxane and chloroform were added
4. 4
   その他the mixture was evaporated to dryness overnight
5. 5
   workup.ADDITIONadded to a silica column (400 g)
6. 6
   その他chromatographed
7. 7
   洗浄eluting with chloroform

実験手順

A solution of 3-ethenyl-6,7-dihydro[1,4]dioxino[2,3-c]pyridazine (11.58 g) in 1,4-dioxane/water (600 ml/180 ml), cooled in ice, was treated with an aqueous solution of osmium tetroxide (4% w/v, 25 ml) and sodium periodate (43 g). This mixture was allowed to warm to room temperature and after 7 hours under stirring the mixture was evaporated to dryness and azeotroped with 1,4-dioxane. Silica gel, 1,4-dioxane and chloroform were added and the mixture was evaporated to dryness overnight, then added to a silica column (400 g) and chromatographed, eluting with chloroform then 0-100% ethyl acetate in hexane, to afford a white solid (7.55 g, 64%).

出典