反应详情

温度

95 °C

A mixture of methyl 2-phenylaminonicotinate (5 g.), gamma-octanoic lactone (10 g.) and potassium t-butoxide (7.5 g.) was stirred in a nitrogen atmosphere and heated to 95° C. where it was held for 6 hrs. After cooling, the mixture was poured into 5% NaOH (200 ml.) and stirred overnight. Acidification to pH 4.6 yielded an oil, which was extracted with ether, washed with water, dried (Na2SO4), filtered, and evaporated to a small volume. Hexane was added until turbidity was noticed, and the mixture was allowed to stand for about 5 hrs. The solid was filtered off and recrystallized from CH2Cl2 /isopropanol/isopropyl ether to produce the desired product, m.p. 184°-186° C.

1. temperatureAfter cooling
2. stirringstirred overnight
3. customAcidification to pH 4.6 yielded an oil, which
4. extractionwas extracted with ether
5. washwashed with water
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. customevaporated to a small volume
9. additionHexane was added until turbidity
10. waitto stand for about 5 hrs
11. filtrationThe solid was filtered off
12. customrecrystallized from CH2Cl2 /isopropanol/isopropyl ether