반응 #2045031

반응 방정식

(4-nitro-phenoxy)-acetic acid-2-[2-(4-nitrophenoxy)acetoxy]ethyl ester

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

→

43

수율 78.0%

(4-Amino-phenoxy)-acetic acid-2-[2-(4-amino-phenoxy)-acetoxy]-ethyl ester

수율 78.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타The catalyst was removed by filtration and ice water (2.5 L)
2. 2
   workup.ADDITIONwas added to the filtrate
3. 3
   여과Crude 43 was filtered off
4. 4
   기타dried
5. 5
   기타recrystallised in a mixture of methanol:chloroform (1:1)

실험 절차

(4-nitro-phenoxy)-acetic acid-2-[2-(4-nitrophenoxy)acetoxy]ethyl ester 42 (100 g, 238 mmol) was dissolved in dry dimethylformamide (500 ml) in a pressure vessel, palladium on carbon (5%, 22 g) added, and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 6 hours. The catalyst was removed by filtration and ice water (2.5 L) was added to the filtrate. Crude 43 was filtered off, dried and recrystallised in a mixture of methanol:chloroform (1:1) to give pure 43 (65 g, 78%) as a light brown shining powder. M.p: 124-125.8° C.

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