ChemicalBook CAS DataBase List 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE

7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE synthesis

6synthesis methods

Product Name:7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE
CAS Number:20052-60-2
Molecular formula:C12H14O3
Molecular Weight:206.24

504-15-4 Synthesis

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541-47-9
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7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE

20052-60-2
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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Yield: 53%

Reaction Conditions:

with phosphorus pentoxide in methanesulfonic acid at 70; for 1 h;Inert atmosphere;Microwave irradiation;Friedel-Crafts Acylation;

Steps:

General procedures for the synthesis of 5- and 7-hydroxy-2,2-dimethyl-4-chromanones.
A solution of the appropriate resorcinol 1 in methanesulfonic acid and 3,3-dimethylacrylic acid were added to a suspension of P2O5 in methanesulfonic acid under N2 atmosphere. The reaction mixture was heated following three different procedures: a) irradiation by microwave at 70 C ina sealed reactor for 10 minutes; b) irradiation by microwave at 70 C in a sealed reactor for 20minutes; c) irradiation by microwave at 70 C in a sealed reactor for 1 hour; d) conventionalheating at 70 C for about 12 hours. The reaction mixture was poured onto water/ice and thenextracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4. Solvent was removed under reduced pressure. The crude compounds were purified and isolated bychromatography on silica gel (hexane/EtOAc).

References:

Morales, Paula;Azofra, Luis Miguel;Cumella, Jose;Hernandez-Folgado, Laura;Roldan, Maria;Alkorta, Ibon;Jagerovic, Nadine [ARKIVOC,2014,vol. 2014,# 2,p. 319 - 332]

504-15-4 Synthesis

504-15-4
410 suppliers
$7.00/100mg

541-47-9
385 suppliers
$5.00/10g

20052-60-2
28 suppliers
inquiry

References

504-15-4 Synthesis

504-15-4
410 suppliers
$7.00/100mg