Реакция #1680829

Уравнение реакции

6-fluoro-3-nitro-2H-chromen-2-one

dichloroethane

EtOAc

→

title compound

Выход 63.0%

(6aR,10aS)-2-fluoro-9-methoxy-6a-nitro-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-6-one

Выход 63.0%

Растворители

Условия реакции

Обработка

1. 1
   Температураat reflux under a N2 atmosphere for 1 h
2. 2
   Другоеreaction
3. 3
   Другоеwas complete, so reaction mixture
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   ДругоеThe resulting brown solid was purified by flash chromatography on silica gel

Методика

6-fluoro-3-nitro-2H-chromen-2-one (8.50 g, 40.66 mmol) and 2,2-dimethoxy-1-butene (10.2 g, 120 mmol) were stirred together in dichloroethane (100 mL) at reflux under a N2 atmosphere for 1 h. TLC (25% EtOAc in hexanes) indicated reaction was complete, so reaction mixture was cooled to room temperature, and concentrated under reduced pressure. The resulting brown solid was purified by flash chromatography on silica gel to afford the title compound as an off-white solid (7.50 g, 63%); MS (APPI) m/z=294 [M+H]+.

Источник