Reacción #65932

Ecuación de reacción

3-Dipropylamino-5-aminochroman

2,5-dimethoxytetrahydrofuran

NaOH

→

title compound

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

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was refluxed for 1 hour
2. 2
   Extracciónextracted with toluene
3. 3
   SecadoThe organic phase was dried with sodium sulfate
4. 4
   Otroevaporated to dryness
5. 5
   OtroThe residue was purified by flash chromatography on silica gel by elution with ethyl acetate/hexane 1:9

Procedimiento

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.

Fuente