Reaktion #2492369

Reaktionsgleichung

[2-(4-Nitrophenoxy)-ethoxy]acetic acid methyl ester

→

75

Ausbeute 71.1%

[2-(4-Amino-phenoxy)-ethoxy]-acetic acid methyl ester

Ausbeute 71.1%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefor 30 minutes
2. 2
   FiltrationThe catalyst was filtered
3. 3
   Einengenthe filtrate concentrate hexane (3 mL)
4. 4
   workup.ADDITIONadded
5. 5
   Filtrationfiltered solid

Vorschrift

[2-(4-Nitrophenoxy)-ethoxy]acetic acid methyl ester 74 (1 grams, 3.9 mmol) was dissolved in anhydrous ethyl acetate (20 mL), palladium carbon (10%, 0.1 gram) added and the mixture stirred under an atmosphere of H using balloon for 30 minutes. The catalyst was filtered, the filtrate concentrate hexane (3 mL) added, filtered solid to give 75 (625 mg, 70.9%) as a light brown powder. The melting point was found to be 51-52.5° C. The structure was confirmed with IR and NMR. IHNMR (CDCl3) 3.04 (bs, 2H,NH2), 3.72 (s, 3H,ester), 3.88(t, 2H,OCH2), 4.08(t, 2H,OCH2), 4.20(s, 2H,OCH2), 6.58(d, 2H,Ar), 6.70(d,2H,Ar).

Quelle