反应详情

A solution of 1,6-naphthyridine (6.5 g, 0.05 mol) and allyl bromide (9.1 g, 0.075 mol) in acetone (50 ml) was refluxed for 8 hours. The precipitated quatenary salt was separated by filtration, dissolved in technical grade methanol (300 ml) and sodium borohydride (18.9 g, 0.5 mol) was added portionwise under ice cooling. After stirring overnight at room temperature, the reaction mixture was evaporated in vacuo, water added and extracted with benzene. The benzene layer was dried over anhydrous potassium carbonate and evaporated in vacuo. The residue was purified by alumina column chromatography (eluted successively with n-hexane and benzene-chloroform (3:1)) and distilled, bp 98° C./1.0 mmHg, to afford the Compound No. 12 (5.70 g, 65.5%) as a colorless oil.

1. customThe precipitated quatenary salt was separated by filtration
2. additionwas added portionwise under ice cooling
3. customthe reaction mixture was evaporated in vacuo, water
4. additionadded
5. extractionextracted with benzene
6. dry with materialThe benzene layer was dried over anhydrous potassium carbonate
7. customevaporated in vacuo
8. customThe residue was purified by alumina column chromatography (
9. washeluted successively with n-hexane and benzene-chloroform (3:1)) and
10. distillationdistilled
11. custombp 98° C./1.0 mmHg, to afford the Compound No