Reaktion #58058

Reaktionsgleichung

3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)-amino]-propionic acid ethyl ester

KOH

→

3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)-amino]-propionic acid

Lösungsmittel

dioxane H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe solution is extracted with Et2O (100 mL)
2. 2
   Extraktionfollowed by extraction with EtOAc (80 mL×3)
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried with Na2SO4
5. 5
   SonstigeAfter removal of solvent

Vorschrift

To a solution of 3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)-amino]-propionic acid ethyl ester (7.80 g, 21.1 mmol) in 160 mL of 1:1 mixture of dioxane-H2O is added KOH (4.72 g, 84.2 mmol). The mixture is stirred at room temperature overnight. The solution is extracted with Et2O (100 mL) and the aqueous layer is then acidified with HCl to a pH of less than 2 followed by extraction with EtOAc (80 mL×3). The EtOAc layers are combined, washed with brine, and dried with Na2SO4. After removal of solvent, 3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)-amino]-propionic acid is obtained. It was used without further purification; 1H NMR (DMSO-d6) δ 2.47 (t, 2H, J=7.2 Hz), 3.39 (q, 2H, J=6.0 Hz), 6.90 (s, 1H), 8.17 (t, 1H, J=4.8 Hz); m/z [M++1] 340.9.

Quelle