Reaction #2254172

ord-2716593bf189409da9964b77bc278336

Reaction equation

CC(=O)Oc1cc(OC(C)=O)c2c(=O)c(C(C)=O)c(C)oc2c1
5,7-Diacetoxy-3-acetyl-2-methylchromen-4-one
Cl
HCl
→
Cc1cc(=O)c2c(O)cc(O)cc2o1
5,7-dihydroxy-2-methylchromen-4-one

Reactants

CC(=O)Oc1cc(OC(C)=O)c2c(=O)c(C(C)=O)c(C)oc2c1
5,7-Diacetoxy-3-acetyl-2-methylchromen-4-one
Cl
HCl

Reagents

None

Solvents

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter cooling
  2. 2
    Temperaturecooled
  3. 3
    FiltrationThe precipitate is filtered off
  4. 4
    Othergiving 0.6 g of very pale brown powder (TM=279.9° C.)

Procedure

5,7-Diacetoxy-3-acetyl-2-methylchromen-4-one is refluxed for 1 hour with 40 ml of 10% sodium carbonate solution. After cooling, the suspension is adjusted to a pH of about 6 using 2N HCl and cooled. The precipitate is filtered off, giving 0.6 g of very pale brown powder (TM=279.9° C.)

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09044409B2uspto-grants-2015_06