Reaktion #1969502

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