Acetic Acid → HCID 11594031, compound

HRID 884704Notes

Reaction equation

HRID 884704 reaction equation
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:20])[CH2:9][C:10]([C:12]1[CH:17]=[C:16](OC)[CH:15]=[CH:14][N:13]=1)=[O:11].C[C:22](O)=[O:23]>Cl.O>[CH3:22][O:23][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[O:11][C:2]3[C:3]([C:8](=[O:20])[CH:9]=2)=[CH:4][CH:5]=[CH:6][CH:7]=3)=[N:13][CH:14]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 66650223HCID 66650223, compound

Product 1

HCID 11594031HCID 11594031, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

1-(2-Hydroxy-phenyl)-3-(4-methoxy-pyridin-2-yl)-propane-1,3-dione (870 mg, 3.21 mmol) was dissolved in a mixture of 48% HCl (1 mL) and AcOH (10 mL) and heated at 100° C. for 1 h. The reaction mixture was cooled to rt, diluted with water and extracted with EtOAc. The organic layer was washed with water, brine, dried and concentrated to give 2-(5-methoxy-pyridin-2-yl)-chromen-4-one (794 mg, 98%).

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with water, brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a342ad48898b4079b769a2887fc7f270
Source dataset
uspto-grants-2012_08
Patent number
US08242130B2

Reaction notes

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