Reaktion #1711439

Reaktionsgleichung

3-(1H-imidazol-4-yl)-propionic acid

H2SO4

MeOH

→

oil

Ausbeute 90.0%

3-(1H-Imidazol-4-yl)-propionic acid methyl ester

Ausbeute 90.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 15 h
2. 2
   Einengenconcentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2 (40 mL)
4. 4
   Waschenwashed with saturated NaHCO3(aq) (30 mL)
5. 5
   Extraktionextracted with EtOAc (4×25 mL)
6. 6
   TrocknenThe combined organic phases were dried (MgSO4)
7. 7
   Einengenconcentrated in vacuo

Vorschrift

A solution of 3-(1H-imidazol-4-yl)-propionic acid (1.95 g, 13.9 mmol) and H2SO4 (catalytic) in MeOH (30 mL) was heated at reflux for 15 h, then concentrated in vacuo. The residue was dissolved in CH2Cl2 (40 mL) and washed with saturated NaHCO3(aq) (30 mL). The aqueous phase was saturated with sodium chloride and extracted with EtOAc (4×25 mL). The combined organic phases were dried (MgSO4) and concentrated in vacuo to give a yellow oil (1.93 g, 90%). 1H NMR (CDCl3) δ 2.68 (t, 2H, J=7.2 Hz), 2.93 (t, 2H, J=7.2 Hz), 3.69 (s, 3H), 6.81 (s, 1H), 7.55 (s, 1H).

Quelle