HRID1660498

反应详情

EQUATION

反应方程式

HRID 1660498 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

A mixture of 1,6-naphthyridine (6.5 g, 0.05 mol) and 4-pentenyl tosylate was heated at 80° C. for 6 hours. The reaction mixture was dissolved in methanol (300 ml) and water (100 ml). To the mixture, sodium borohydride (9.5 g, 0.25 mol) was added portionwise over the internal temperature range 0° to 20° C. After stirring overnight at room temperature, the reaction mixture was evaporated in vacuo, water added and extracted with ether. The organic layer was dried over anhydrous potassium carbonate and evaporated in vacuo. The resulting residue was purified by alumina column chromatography (eluted successively with petroleum ether and ether) and distilled, bp. 110°-112° C./0.35 mmHg, to afford the Compound No. 15 (6.9 g, 68.6%) as a colorless oil.

WORKUP

后处理

  1. customrange 0° to 20° C
  2. customthe reaction mixture was evaporated in vacuo, water
  3. additionadded
  4. extractionextracted with ether
  5. dry with materialThe organic layer was dried over anhydrous potassium carbonate
  6. customevaporated in vacuo
  7. customThe resulting residue was purified by alumina column chromatography (
  8. washeluted successively with petroleum ether and ether) and
  9. distillationdistilled
  10. custombp. 110°-112° C./0.35 mmHg, to afford the Compound No