反应详情

A mixture of 4H-imidazo[4,5,1-ij]quinolin-2(1H)-one (I, J. Heterocyclic Chem., 19, 837-49 (1982), 1.0 g, 5.8 mmol) in DMF (10 ml) is cooled to 0° and treated with potassium t-butoxide in THF (1.98 M, 3.2 ml, 6.3 mmol) maintaining the reaction temperature at 0°. The resulting mixture is stirred at 0° for 10 minutes. Benzyl bromide (0.73 ml, 6.1 mmol) is then added while maintaining the reaction temperature at 0°. After 1 hr, the mixture is partitioned with methyl t-butyl ether (MTBE) from water followed by several water washes. The MTBE phase is concentrated under reduced pressure. The concentrate is cooled to 0°, filtered and washed two times with 0° MTBE. The product is dried at 50° under reduced pressure with a nitrogen purge to give the title compound, CMR (CDCl3, 100 MHz) L 153.78, 136.44, 128.69, 127.67, 127.60, 126.73, 125.86, 122.90, 122.78, 121.28, 116.92, 116.17, 108.36, 44.95 and 42.37.

1. temperatureis cooled to 0°
2. temperaturemaintaining the reaction temperature at 0°
3. temperaturewhile maintaining the reaction temperature at 0°
4. waitAfter 1 hr
5. customthe mixture is partitioned with methyl t-butyl ether (MTBE) from water
6. concentrationThe MTBE phase is concentrated under reduced pressure
7. temperatureThe concentrate is cooled to 0°
8. filtrationfiltered
9. washwashed two times with 0° MTBE
10. customThe product is dried at 50° under reduced pressure with a nitrogen
11. custompurge