Hydrogen Bromide → HCID 54441049, compound

HRID 1045375Notes

Reaction equation

HRID 1045375 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[O:10][CH:11]=[CH:12][N:13]=2)[CH:6]=[CH:7][CH:8]=1.Br>C([O-])(O)=O.[Na+]>[O:10]1[CH:11]=[CH:12][N:13]=[C:9]1[C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20392555HCID 20392555, compound

Product 1

HCID 54441049HCID 54441049, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
115 °C

Procedure

The product obtained in Step A above (250 mg, 1.13 mmol) is suspended in 10 ml of aqueous 48% HBr solution, and the reaction mixture is stirred overnight at 115° C. After cooling to ambient temperature, the mixture is poured into 10 ml of 10% NaHCO3 solution. The pH is adjusted to 7 and the aqueous phase is extracted with ethyl acetate. The organic phase is washed (saturated NaCl) and dried (MgSO4) to yield, after filtration and evaporation, the title product in the form of a white solid.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. washThe organic phase is washed (saturated NaCl)
  4. dry with materialdried (MgSO4)
  5. customto yield
  6. filtrationafter filtration and evaporation

Sources & evidence

ORD record
ord-90f0bde9a1134e1e9abbbb5879d54792
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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