反应详情

Sodium hydride(0.74 g) and 3-aminopyridine(0.87 g) were stirred in tetrahydrofuran(30 ml) for 1 hour while being cooled with ice. 4-geranyloxybenzoic acid(2.54 g) and N,N'-carbonyldiimidazole(1.65 g) was stirred in tetrahydrofuran(10 ml) for 30 minutes at room temperature and the mixture was added to the former reaction mixture. After being stirred for 20 minutes at room temperature, the reaction mixture was concentrated under a vacuum. The residue, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then concentrated under a vacuum. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1). The resulting solid was recrystallized from n-hexane/ethyl acetate, thereby yielding 1.05 g of the aimed compound.

1. temperaturewhile being cooled with ice
2. additionthe mixture was added to the former reaction mixture
3. concentrationthe reaction mixture was concentrated under a vacuum
4. additionThe residue, with water added
5. extractionwas extracted with ethyl acetate
6. dry with materialThe extract was dried over sodium sulfate anhydride
7. concentrationconcentrated under a vacuum
8. customThe residue was purified by silica gel column chromatography (chloroform:methanol=20:1)
9. customThe resulting solid was recrystallized from n-hexane/ethyl acetate