Synthesis method of C-3 alkyl substituted coumarin derivative
A technology of a coumarin derivative and a synthesis method, which is applied in the field of synthesis of C-3-position alkyl substituted coumarin derivatives, can solve the problems of high reaction temperature, harsh conditions, inapplicability and the like, and achieves good reaction selectivity , The effect of safe reaction and easy operation
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Embodiment 1
[0026] Coumarin (0.5mmol, 73mg), N-(2,2-dimethyl)propionyloxyphthalimide (1.0mmol, 247mg), Ir(ppy) 3 (0.01 mmol, 6.5 mg) and trifluoroacetic acid (0.25 mmol, 28.5 mg) were added to a 5 mL single-neck reaction flask, DMSO (1.0 mL) was added as a solvent, under N 2 Under the protection of the atmosphere, the reaction was carried out under the irradiation of 3w white light and the temperature of 25°C for 24h. After the reaction, the reaction system was washed with water and extracted with dichloromethane, and the organic layer and the water layer were separated. After the organic layer was dried with anhydrous sodium sulfate, the solvent was evaporated under reduced pressure to remove the solvent to obtain a yellow oil. The yellow oil was separated by column chromatography, using a mixture of petroleum ether and ethyl acetate with a volume ratio of 30:1 as the eluent, the eluent containing the target compound was collected, the solvent was evaporated and dried to obtain 81.9 mg o...
Embodiment 2
[0029] The protic acid (trifluoroacetic acid) in the system was replaced with trifluoromethanesulfonic acid (0.25mmol, 37.5mg), and other operations were the same as in Example 1 to obtain 76mg white solid 3-tert-butyl coumarin, yield 75% .
Embodiment 3
[0031] The N-(2,2-dimethyl) propionyloxy phthalimide feeding amount was changed to 0.5 mmol, and other operations were the same as in Example 1 to obtain 58 mg of white solid 3-tert-butyl coumarin, Yield 57%.
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