反応 #1121740

反応方程式

1,4-dioxane

2-(p-nitrophenyl)-5-nitrobenzofurane

hydrochloric acid

→

2-(p-aminophenyl)-5-aminobenzofurane

収率 90.0%

溶媒

water

—

mixed solvent

反応条件

後処理

1. 1
   温度the resulting mixture was refluxed
2. 2
   ろ過The hot supernatant was filtered with Celite immediately
3. 3
   その他a completion of the reaction by TLC (Thin-Layer Chromatography)
4. 4
   洗浄The residual material was adequately washed with hot 1,4-dioxane
5. 5
   ろ過filtered
6. 6
   濃縮concentrated by an evaporator
7. 7
   濃縮After concentration, recrystallization

実験手順

Then, 12.42 g (1.0 equivalent) of the obtained 2-(p-nitrophenyl)-5-nitrobenzofurane was added to 48.85 g (20.0 equivalents) of a 100 mesh iron powder previously activated by 0.5 ml of concentrated hydrochloric acid in 150 ml of a mixed solvent of 1,4-dioxane and water in proportions of 1:1, and the resulting mixture was refluxed by heating at about 110° C. for 2 hours and heavily stirred. The hot supernatant was filtered with Celite immediately after confirming a completion of the reaction by TLC (Thin-Layer Chromatography). The residual material was adequately washed with hot 1,4-dioxane and filtered. This operation was repeated three or four times, and then filtrates were combined and concentrated by an evaporator. After concentration, recrystallization was carried out with ethanol to obtain 7.1 g of orange-colored 2-(p-aminophenyl)-5-aminobenzofurane (amino compound A) at an yield of 90%.

出典