Reaktion #1070250

Reaktionsgleichung

3,5-dimethyl-1H-pyrrole-2-carbaldehyde

acetic acid

→

3,5-dimethyl-4-morpholin-4-ylmethyl-1H-pyrrole-2-carbaldehyde

Ausbeute 36.0%

Lösungsmittel

THF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   EinengenThe reaction was concentrated to a volume of 20 mL
3. 3
   Extraktionextracted with ethyl acetate (3×75 mL)
4. 4
   SonstigeThe combined extracts were dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe residue was purified on a silica gel column

Vorschrift

A mixture of 3,5-dimethyl-1H-pyrrole-2-carbaldehyde (1.85 g, 15 mmol), di-morpholine-methane (5 mL, 27 mL) in THF (40 mL), water (15 mL) and acetic acid (4 mL) was heated to reflux (oil bath 90-95° C.) for 6 hours. The reaction was concentrated to a volume of 20 mL, basified with Na2CO3 and extracted with ethyl acetate (3×75 mL). The combined extracts were dried, concentrated and the residue was purified on a silica gel column to give 2 g (36%) of 3,5-dimethyl-4-morpholin-4-ylmethyl-1H-pyrrole-2-carbaldehyde as a solid.

Quelle