反应详情

A mixture of acetaldehyde N1 -(7chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride (25g.) and laevulinic acid (50g.) in acetic acid (120ml.) was heated under reflux for 1-2 hours. The dark red mixture was then added to water (1.5 1.). The solid obtained was separated by filtration and dissolved in a mixture of water (50ml.) and 5N-aqueous ammonium hydroxide solution (50ml.). The solution was extracted with ether (3 × 50ml.) and the aqueous layer acidified with acetic acid to pH4. The mixture was then extracted with ethyl acetate (3 × 50ml.) and the extracts washed with water (30ml.) and then with saturated sodium chloride solution (30ml.) before being dried (MgSO4). Evaporation of the solvent gave a dark brown syrup which crystallised on addition of methanol (40ml.) to give 1-(7-chloroquinazolin-4-yl)5-methoxy-2-methylindol-3-ylacetic acid as a yellow solid, m.p. 205°-208° C.

1. temperaturewas heated
2. temperatureunder reflux for 1-2 hours
3. customThe solid obtained
4. customwas separated by filtration
5. dissolutiondissolved in a mixture of water (50ml.) and 5N-aqueous ammonium hydroxide solution (50ml.)
6. extractionThe solution was extracted with ether (3 × 50ml.)
7. extractionThe mixture was then extracted with ethyl acetate (3 × 50ml.)
8. washthe extracts washed with water (30ml.)
9. dry with materialwith saturated sodium chloride solution (30ml.) before being dried (MgSO4)
10. customEvaporation of the solvent
11. customgave a dark brown syrup which
12. customcrystallised on addition of methanol (40ml.)