反应详情

To a cooled mixture of 1.15 g. (5.17 mmol) of the quinoline product of Example 4, 751 mg. (10.15 mmol) of dry pyridine and 5.5 ml. of methylene chloride stirred under a nitrogen atmosphere was added dropwise 1.03 g. (7.60 mmol) of butyl chloroformate in 1 ml. methylene chloride over 10 min. at a rate to maintain a 10°-15° temperature. After the addition was complete the bath was removed, the reaction stirred at room temperature for 45 min., and poured onto 25 ml. saturated sodium bicarbonate solution. The organic phase was collected and washed with 25 ml. of saturated sodium bicarbonate solution, 50 ml. saturated sodium chloride solution, dried over magnesium sulfate, then gravity filtered and evaporated to a viscous amber oil. Evaporative distillation at 110° C (0.05 mm) gave 1.4 g. of a very viscous amber oil.

1. additionTo a cooled mixture of 1.15 g
2. additionwas added dropwise 1.03 g
3. additionAfter the addition
4. customwas removed
5. additionpoured onto 25 ml
6. customThe organic phase was collected
7. washwashed with 25 ml
8. dry with materialsaturated sodium chloride solution, dried over magnesium sulfate
9. filtrationgravity filtered
10. customevaporated to a viscous amber oil
11. distillationEvaporative distillation at 110° C (0.05 mm)
12. customgave 1.4 g