反応 #2275683

反応方程式

2,4,6-Triiodo-5-methylamino-isophthaloyl dichloride

acetoxyacetyl chloride

→

acetic acid [(3,5-bis-chlorocarbonyl-2,4,6-triiodo-phenyl)-methyl-carbamoyl]-methyl ester

収率 69.8%

溶媒

ethyl acetate

DMA

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONThe reaction mixture was poured slowly onto ice-water (300 ml)
2. 2
   その他a white solid was isolated by filtration
3. 3
   洗浄washed with water
4. 4
   その他The ethyl acetate was collected
5. 5
   乾燥dried over MgSO4
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他to give a white solid
9. 9
   その他This was purified by silica column chromatography
10. 10
    洗浄eluting with petrol

実験手順

2,4,6-Triiodo-5-methylamino-isophthaloyl dichloride (20 g, 32.8 mmol) was dissolved in DMA (60 ml) and acetoxyacetyl chloride (15.32 ml, 142 mmol) was added. The reaction was stirred overnight at room temperature with nitrogen bubbling through the reaction mixture. The reaction mixture was poured slowly onto ice-water (300 ml) and a white solid was isolated by filtration. The solid was dissolved in ethyl acetate and washed with water. The ethyl acetate was collected, dried over MgSO4, filtered and evaporated to give a white solid. This was purified by silica column chromatography eluting with petrol:ethyl acetate to give acetic acid [(3,5-bis-chlorocarbonyl-2,4,6-triiodo-phenyl)-methyl-carbamoyl]-methyl ester (16.25 g, 22.9 mmol).

出典