反应详情

A mixture of 3(S)-acetyloxy-1-octyne (58.5 g., 0.35 mole), diethylamine (28.5 g., 0.39 mole), paraformaldehyde (13.8 g., 0.46 mole), and p-dioxane (60 ml.) is heated on the steam bath for 17 hours, then cooled to room temperature and diluted with ether (250 ml.). The resulting solution is extracted with 5% hydrochloric acid (300 ml.) providing an aqueous extract (acidic) which is made basic with 10% sodium hydroxide solution and extracted with ether. The organic extract is dried over sodium sulfate and filtered. In vacuo evaporation of the filtrate leaves a residual oil which is distilled to provide the title compound (73.1 g., 89%), b.p. 103°-109° C./0.3 mm.; [α]D26 -80° (C 3.3, CHCl3).

1. temperatureis heated on the steam bath for 17 hours
2. extractionThe resulting solution is extracted with 5% hydrochloric acid (300 ml.)
3. customproviding
4. extractionan aqueous extract (acidic) which
5. extractionextracted with ether
6. extractionThe organic extract
7. dry with materialis dried over sodium sulfate
8. filtrationfiltered
9. customIn vacuo evaporation of the filtrate
10. customleaves a residual oil which
11. distillationis distilled