Реакция #82168

Уравнение реакции

(1S,2R,8R,8aR)-1,2,8-triacetoxy-1,2,3,5,8,8a-hexahydro-5-oxyindolizine

hydrogen

→

(1S,2R,8R,8aR)-1,2,8-triacetoxy-octahydro-5-oxyindolizine

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ФильтрацияThe catalyst was filtered
2. 2
   Другоеthe filtrate was evaporated to dryness
3. 3
   Фильтрацияhexane and filtered

Методика

14. (1S,2R,8R,8aR)-1,2,8-triacetoxy-1,2,3,5,8,8a-hexahydro-5-oxyindolizine, 13, 22 g (0.070 mole), was hydrogenated at atmospheric pressure of hydrogen in 400 mL ethanol containing 3 g 10% Pd on carbon. The reaction was allowed to proceed overnight. The catalyst was filtered, and the filtrate was evaporated to dryness. The crystalline residue was taken up in ether and hexane and filtered to afford (1S,2R,8R,8aR)-1,2,8-triacetoxy-octahydro-5-oxyindolizine, 14, 21.4 g (0.068 mole; 97%) as a white crystalline solid of m.p. 146°-147° C. (lit. 143-145 ; A. C. Richardson et. al., Carb. Res., 136: 225(1985)).

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