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CAS No. : | 491-38-3 | MDL No. : | MFCD00024064 |
Formula : | C9H6O2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | OTAFHZMPRISVEM-UHFFFAOYSA-N |
M.W : | 146.14 | Pubchem ID : | 10286 |
Synonyms : |
|
Chemical Name : | 4H-Chromen-4-one |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319 | Packing Group: | |
GHS Pictogram: |
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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; benzoic acid; silver(I) triflimide; In neat (no solvent); at 80℃; for 6.5h; | At room temperature, chromone (0.2 mmol), N-ethylmaleimide (0.5 mmol), [Ru (p-cymene) Cl2] 2 (2.5mol%), AgNTf2 ( 10mol%), benzoic acid (0.8equiv.). Warm to 80 C and stir. TLC tracking detection reaction. After 6.5 hours, the reaction was stopped. Water and ethyl acetate were added to the reaction system, the organic layer was separated, and the aqueous layer was washed three times with ethyl acetate. All organic layers were combined, dried over anhydrous sodium sulfate, concentrated, and separated by column chromatography (40% ethyl acetate petroleum ether solution) to obtain the product 70.8mg, yield 89% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With 1,4-dihydropyridine; diphenyl hydrogen phosphate; 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; In acetonitrile; at -78 - 25℃; for 8.0h;Schlenk technique; Inert atmosphere; Irradiation; Green chemistry; | General procedure: Take a dry 25 mL schlenk tube and add 87.6 mg (0.6 mmol) chromone I-1, 42.0 mg (0.4 mmol) vinylpyridine II-1, DPZ (2.8 mg, 0.008 mmol), diphenyl phosphate (20 mg, 0.08 mmol), 1,4-dihydropyridine (HZE, 182 mg, 0.72 mmol), then add 8 mL of toluene, cap the bottle, and degas with a vacuum pump at no higher than -78C 2-3 times, 5-10 minutes each time, pass in argon gas for protection, then place it at 25, irradiate it with a 3 W blue light with a wavelength of 410-510 nm at a distance of about 3 cm from the schlenk tube, and react for 8 hours. After the reaction is over, column chromatography (petroleum ether/ethyl acetate = 10~2:1, volume ratio), rotary evaporation and concentration, vacuum drying (drying at 25C for 1 hour) to obtain 83.0 mg of yellow oil 2- The yield of (2-(pyridin-2-yl)ethyl)chroman-4-one III-1 was 82%. |
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