A kind of synthetic method of C-3 alkyl substituted coumarin derivatives
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 (0.01mmol, 6.5mg) and trifluoroacetic acid (0.25mmol, 28.5mg) were added to a 5mL single-port reaction flask, DMSO (1.0mL) was added as a solvent, and the 2 Under the protection of the atmosphere, the reaction was performed under 3w white light irradiation and a temperature of 25°C for 24h. After the reaction, the reaction system was washed with water and extracted with dichloromethane, then separated into an organic layer and an aqueous layer. After the organic layer was dried with anhydrous sodium sulfate, it was evaporated and concentrated 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, collecting the eluate containing the target compound, distilling off the solvent and drying to obtain 81.9 mg of white cr...
Embodiment 2
[0030] The protonic acid (trifluoroacetic acid) in the system was replaced with trifluoromethanesulfonic acid (0.25mmol, 37.5mg), and the other operations were the same as in Example 1 to obtain 76mg of white solid 3-tert-butylcoumarin with a yield of 75% .
Embodiment 3
[0032] N-(2,2-dimethyl) propionyloxyphthalimide charging amount is changed into 0.5mmol, other operation is the same as embodiment 1, obtains 58mg white solid 3-tert-butyl coumarin, Yield 57%.
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