7-hydroxy-3-(4-methoxyphenyl)-2H-chromen-2-one synthesis

8synthesis methods

Product Name:7-hydroxy-3-(4-methoxyphenyl)-2H-chromen-2-one
CAS Number:66267-82-1
Molecular formula:C16H12O4
Molecular Weight:268.26

104-01-8 Synthesis

104-01-8
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95-01-2
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7-hydroxy-3-(4-methoxyphenyl)-2H-chromen-2-one

66267-82-1
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Yield:66267-82-1 92%

Reaction Conditions:

with acetic anhydride;triethylamine at 120; for 8 h;Temperature;

Steps:

61-63 Example 61: Preparation of 3-(4-methoxyphenyl)-7-hydroxycoumarin (31)

To the round bottom flask were added 4-methoxyphenylacetic acid (5g, 30.09mmol), 2,4-dihydroxybenzaldehyde (4.16g, 30.09mmol), acetic anhydride (12.29g, 120.35mmol) and triethylamine ( 6.09g, 60.18mmol), the reaction was stirred at 120°C for 8h, and the progress of the reaction was monitored by thin-layer chromatography. After the reaction is completed, according to post-treatment method C, slowly pour the reaction mixture into ice water and stir continuously to obtain a large amount of yellow solid, filter with suction, wash with water, collect the filter cake, transfer it to a round bottom flask, and then add an appropriate amount of water as a solvent. 37% concentrated hydrochloric acid (11.86g, 120.35mmol), stirred for 6h at 80°C, and monitored the progress of the reaction by thin-layer chromatography. After the reaction is complete, cool to room temperature and filter with suction to obtain a filter cake. The filter cake is washed with water until the filtrate is nearly neutral, dried, and recrystallized by ethanol-water mixed solvent to obtain 7.42 g of light yellow solid, namely 3-(4-methoxy (Phenyl)-7-hydroxycoumarin, yield: 92%.

References:

CN113121485,2021,A Location in patent:Paragraph 0193-0198