反応 #2045042

反応方程式

2-(4-nitrophenoxy)propionic acid-2-[2-(4-nitrophenoxy)acetoxy]ethyl ester

2-(4-Nitro-phenoxy)-propionic acid 2-[2-(4-nitro-phenoxy)-acetoxy]-ethyl ester

→

56

収率 58.0%

2-(4-Aminophenoxy)propionic acid-2-[2-(4-aminophenoxy)acetoxy]ethyl ester

収率 58.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他The catalyst was removed by filtration and ice water (1 L)
2. 2
   workup.ADDITIONwas added to the filtrate
3. 3
   抽出Crude 56 was extracted into ethyl acetate
4. 4
   乾燥dried over Na2SO4
5. 5
   workup.DISTILLATIONdistilled
6. 6
   その他purified by column chromatography on silica gel

実験手順

2-(4-nitrophenoxy)propionic acid-2-[2-(4-nitrophenoxy)acetoxy]ethyl ester 55 (20 g, 50 mmol) was dissolved in dry dimethylformamide (150 ml) in a pressure vessel, palladium on carbon (5%, 5 g) added, and the mixture stirred under a hydrogen atm. (4 Kg) for 3 hrs. The catalyst was removed by filtration and ice water (1 L) was added to the filtrate. Crude 56 was extracted into ethyl acetate, dried over Na2SO4, distilled and purified by column chromatography on silica gel using chloroform:ethyl acetate (8:2) to give pure 56 (10 g, 58%) as a dark brown syrup.

出典