7,8-Dihydroxycoumarin synthesis
- Product Name:7,8-Dihydroxycoumarin
- CAS Number:486-35-1
- Molecular formula:C9H6O4
- Molecular Weight:178.14
471-25-0
87-66-1
486-35-1
General procedure for the synthesis of 7,8-dihydroxy-2H benzopyran-2-one from propargyl acid and o-triacontanol: a mixture of o-triacontanol (1.0 mmol), propargyl acid (1.1 mmol), and Yb(OTf)3 hydrate (0.1 mmol) was placed in an open reaction vessel into a microwave reaction unit and irradiated for 2 min at 200 W (80°C). The reaction process was monitored by thin layer chromatography (TLC) and the eluent was CH2Cl2/MeOH (99:1). Upon completion of the reaction, the crude product was diluted with Et2O, the suspension formed was filtered under vacuum to separate the catalyst, and the precipitate was washed several times with Et2O. The filtrate was washed twice with 5% NaHCO3 solution (10 mL), dried over MgSO4 and evaporated to dryness under vacuum to afford the target product 7,8-dihydroxy-2H benzopyran-2-one.
471-25-0
237 suppliers
$10.00/1g
87-66-1
674 suppliers
$6.00/10g
486-35-1
298 suppliers
$41.00/250mg
Yield:486-35-1 98%
Reaction Conditions:
with ytterbium(III) trifluoromethanesulfonate hydrate at 80; for 0.0333333 h;Microwave irradiation;Reagent/catalyst;
Steps:
General procedure for coumarin synthesis by MW irradiation
General procedure: An open reaction vessel containing a mixture of the phenol (1.0 mmol), propiolic acid (1.1 mmol), and Yb(OTf)3 hydrate (0.1 mmol) was put in the MW apparatus and irradiated at 200 W (80 °C) for 2 min. The reaction was monitored by TLC (eluent CH2Cl2 / MeOH 99:1). The crude solid obtained was diluted with Et2O and the resulting suspension filtered under vacuum to separate the catalyst, the precipitate washed several times with Et2O. The filtrate was washed twice with a 5% NaHCO3 solution (10 mL) dried over MgSO4 and evaporated to dryness under vacuum yielding the desired product.
References:
Fiorito, Serena;Epifano, Francesco;Taddeo, Vito A.;Genovese, Salvatore [Tetrahedron Letters,2016,vol. 57,# 26,p. 2939 - 2942] Location in patent:supporting information
617-48-1
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87-66-1
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$6.00/10g
486-35-1
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$41.00/250mg
2144-08-3
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1099-45-2
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486-35-1
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$41.00/250mg
93-35-6
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486-35-1
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$41.00/250mg
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486-35-1
298 suppliers
$41.00/250mg