反应详情

Triethylamine (2.2 g.) and 2-chlorobenzyl chloride (1.63 g.) were added to a solution of methyl 1,2,5,6-tetrahydropyridine-3-carboxylate hydrochloride (1.63 g.) in methanol (10 ml.). The solution obtained was kept for 24 hours at 20°-25° C. and then evaporated. Water (20 ml.) and 10% w/v sodium carbonate solution were then added to the residue to give a mixture of pH 10. This mixture was extracted with ether (2×20 ml.). The combined extracts were washed with water, dried (MgSO4) and evaporated. The residual oil was dissolved in acetone to give a solution which was treated with a slight excess of ethereal hydrogen chloride. The solid which precipitated was collected by filtration and washed with acetone to give methyl 1-(2-chlorobenzyl)-1,2,5,6-tetrahydropyridine-3-carboxylate hydrochloride (1.5 g.) m.p. 171°-175° C.

1. customThe solution obtained
2. customevaporated
3. additionwere then added to the residue
4. customto give
5. additiona mixture of pH 10
6. extractionThis mixture was extracted with ether (2×20 ml.)
7. washThe combined extracts were washed with water
8. dry with materialdried (MgSO4)
9. customevaporated
10. dissolutionThe residual oil was dissolved in acetone
11. customto give a solution which
12. customThe solid which precipitated
13. filtrationwas collected by filtration
14. washwashed with acetone