反应详情

To a solution of anhydrous 1-(7-chloroquinazolin-4-yl)-5-methoxy-2-methylindol-3-ylacetic acid (1.0g.) in ethanol-free chloroform (30 ml; dried over calcium chloride) was added a solution of thionyl chloride (0.19 ml.) in chloroform (2ml). The resulting dark red solution was stirred at room temperature for 30 mins., and then methanol (20 ml.) was added. The mixture was heated under reflux for 30 mins., saturated sodium acetate solution (2 ml.) was added, and the mixture was concentrated in vacuo. Water (30 ml.) was added to the residue and the mixture was extracted with ether (3 × 30 ml.). The ether extracts were washed successively with saturated sodium hydrogen carbonate solution (30 ml.) and water (30 ml.), and dried (Na2SO4). Evaporation of the solvent gave a dark yellow oil, which slowly crystallised to give methyl 1-(7-chloroquinazolin-4-yl)-5-methoxy-2-methylindol-3-ylacetate, m.p. 112°-114° C.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 30 mins
3. concentrationthe mixture was concentrated in vacuo
4. additionWater (30 ml.) was added to the residue
5. extractionthe mixture was extracted with ether (3 × 30 ml.)
6. washThe ether extracts were washed successively with saturated sodium hydrogen carbonate solution (30 ml.) and water (30 ml.)
7. dry with materialdried (Na2SO4)
8. customEvaporation of the solvent
9. customgave a dark yellow oil, which
10. customslowly crystallised