反応 #43431

反応方程式

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

sodium periodate

→

solid

収率 36.0%

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

収率 36.0%

溶媒

1,4-dioxane water

反応条件

後処理

1. 1
   その他After 2.5 hours the mixture was evaporated to dryness
2. 2
   workup.DISSOLUTIONdissolved in 1,4-dioxane
3. 3
   workup.ADDITIONSilica gel was added
4. 4
   その他the mixture was evaporated to dryness
5. 5
   workup.ADDITIONadded to a silica column (50 g)
6. 6
   その他chromatographed
7. 7
   洗浄eluting with 0-100% ethyl acetate in hexane

実験手順

A solution of 3-ethenyl-6,7-dihydro[1,4]oxathiino[2,3-c]pyridazine (320 mg) in 1,4-dioxane/water (20 ml/5 ml) was treated with an aqueous solution of osmium tetroxide (4% w/v, 2 ml) and sodium periodate (1.08 g), initially stirred in an ice-bath, then allowed to warm to room temperature. After 2.5 hours the mixture was evaporated to dryness and dissolved in 1,4-dioxane and chloroform. Silica gel was added and the mixture was evaporated to dryness, added to a silica column (50 g) and chromatographed, eluting with 0-100% ethyl acetate in hexane, to afford a white solid (116 mg, 36%).

出典