反应详情

1.00 g (6.21 mmol) indole-2-carboxylic acid is dissolved in 15 ml absolute THF, mixed with 1.01 g (6.23 mmol) N,N-carbonyldiimidazole and stirred at room temperature for 1 hour. Thereafter, 0.77 g (6.86 mmol) potassium-tert-butylate and 9.12 g (123 mmol) tert-butanol are added. Following heating under reflux for 6 hours, quenching using 5 ml water, filtrating off, rinsing with THF, drying on sodium sulfate and concentration on the rotary evaporator, a brown solid is obtained as the crude product. Preliminary purification by means of column chromatography on silica gel using a short column with petroleum ether/ethyl acetate 95:5 leaves a white solid which is purified on silica gel by means of column chromatography (flow agent: petroleum ether/ethyl acetate 98:2) and yields the product as a white solid.

1. temperatureFollowing heating
2. temperatureunder reflux for 6 hours
3. customquenching
4. filtrationfiltrating off
5. washrinsing with THF
6. customdrying on sodium sulfate and concentration on the rotary evaporator
7. customa brown solid is obtained as the crude product
8. customPreliminary purification by means of column chromatography on silica gel using a short column with petroleum ether/ethyl acetate 95:5
9. customleaves a white solid which
10. customis purified on silica gel by means of column chromatography (flow agent: petroleum ether/ethyl acetate 98:2)