反应详情

A mixture of 1,2-epoxy-1,2,3,4-tetrahydronaphthalene (19.8 g), pyrrolidine (15 ml) and ethanol (75 ml) was stirred at reflux for 2 hours and evaporated of the volatiles under reduced pressure. The residue was dissolved in ether and the solution was extracted with 1N hydrochloric acid (200 ml). The acid extract was washed with ether and basified with 1N sodium hydroxide aqueous solution with cooling. The mixture was extracted with ether (2×) and the combined ether extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure. The residual viscous liquid was distilled under vacuum to yield trans-1,2,3,4-tetrahydro-2-hydroxy-1-(pyrrolidin-1-yl)naphthalene (16.5 g), b.p. 128°-135°/0.25 torr.

1. temperatureat reflux for 2 hours
2. customevaporated of the volatiles under reduced pressure
3. dissolutionThe residue was dissolved in ether
4. extractionthe solution was extracted with 1N hydrochloric acid (200 ml)
5. extractionThe acid extract
6. washwas washed with ether and basified with 1N sodium hydroxide aqueous solution
7. temperaturewith cooling
8. extractionThe mixture was extracted with ether (2×)
9. washthe combined ether extracts were washed with water
10. dry with materialdried over magnesium sulfate
11. customevaporated under reduced pressure
12. distillationThe residual viscous liquid was distilled under vacuum