反应详情

A stirred mixture of 3.65 g of 8-amino-5-decoxy-6-methoxyquinoline and 3.5 g of 4-bromo-1-phthalimidopentane was maintained at 140°-145° while 1 g of triethylamine was added in portions during 1.5 hr. Five more increments of 4-bromo-1-phthalimidopentane (3 g) and triethylamine (1 g) were added at 1.5 hr intervals in the usual manner. The mixture was allowed to cool and extracted with diethyl ether (ca. 300 ml). Treatment of the extract with diethyl ether-hydrochloric acid gave a red oil. The oil was dissolved in chloroform (200 ml) washed with dilute sodium hydroxide (2×30 ml) and water, dried (potassium carbonate) passed through a silica column and concentrated to give 3 g of phthalimide derivative as a red oil. This material was used without further purification.

1. additionwas added in portions during 1.5 hr
2. temperatureto cool
3. extractionextracted with diethyl ether (ca. 300 ml)
4. extractionTreatment of the extract with diethyl ether-hydrochloric acid
5. customgave a red oil
6. washwashed with dilute sodium hydroxide (2×30 ml) and water
7. dry with materialdried (potassium carbonate)
8. concentrationconcentrated