反应详情

To a 2 L round-bottomed flask equipped with a magnetic stirrer and a N2 bubbler were added 2-methyl-7-methoxyindole (12 g, 74 mmol), acetonitrile (125 mL) and collidine (15 mL, 113 mmol). The mixture was stirred to give a solution and was cooled with an ice water bath. Trichloroacetyl chloride (14 mL, 112 mmol) was added. The cooling bath was removed and the reaction mixture stirred at RT for 3 h. 1N HCl (500 mL) was then added over 10 minutes. The resulting slurry was stirred at RT for 30 minutes and filtered. The cake was washed with DI water (3×50 mL) and suction dried for 17 h to give 2-methyl-3-trichloroacetyl-7-methoxyindole (22.8 g, 96% yield). 1H NMR (CDCl3) δ2.79 (s, 3H), 3.96 (s, 3H), 6.71 (d, J=7.9 Hz, 1H), 7.19 (dd, J=7.9, 8.4 Hz, 1H), 7.82 (d, J=8.4 Hz, 1H), 8.92 (s, 1H).

1. customTo a 2 L round-bottomed flask equipped with a magnetic stirrer
2. customto give a solution
3. temperaturewas cooled with an ice water bath
4. customThe cooling bath was removed
5. stirringthe reaction mixture stirred at RT for 3 h
6. addition1N HCl (500 mL) was then added over 10 minutes
7. stirringThe resulting slurry was stirred at RT for 30 minutes
8. filtrationfiltered
9. washThe cake was washed with DI water (3×50 mL) and suction
10. customdried for 17 h