Реакция #65932

Уравнение реакции

3-Dipropylamino-5-aminochroman

2,5-dimethoxytetrahydrofuran

NaOH

→

title compound

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

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   ТемператураThe solution was refluxed for 1 hour
2. 2
   Экстракцияextracted with toluene
3. 3
   СушкаThe organic phase was dried with sodium sulfate
4. 4
   Другоеevaporated to dryness
5. 5
   ДругоеThe residue was purified by flash chromatography on silica gel by elution with ethyl acetate/hexane 1:9

Методика

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.

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