Reaktion #65932

Reaktionsgleichung

3-Dipropylamino-5-aminochroman

2,5-dimethoxytetrahydrofuran

NaOH

→

title compound

3-Dipropylamino-5-(pyrrol-1-yl)chroman

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was refluxed for 1 hour
2. 2
   Extraktionextracted with toluene
3. 3
   TrocknenThe organic phase was dried with sodium sulfate
4. 4
   Sonstigeevaporated to dryness
5. 5
   SonstigeThe residue was purified by flash chromatography on silica gel by elution with ethyl acetate/hexane 1:9

Vorschrift

3-Dipropylamino-5-aminochroman (Example 14; 0.60 g, 2.42 mmol) was dissolved in acetic acid (10 ml) and 2,5-dimethoxytetrahydrofuran (0.40 g, 3.0 mmol) was added. The solution was refluxed for 1 hour. The solution was neutralized with NaOH (aq.) and extracted with toluene. The organic phase was dried with sodium sulfate and evaporated to dryness. The residue was purified by flash chromatography on silica gel by elution with ethyl acetate/hexane 1:9 to give the title compound. 13C-NMR: 111.75 21.89 24.81 52.69 53.15 67.94 108.93 115.67 118.22 118.44 121.87 127.22 141.47 155.27.

Quelle