Water → HCID 24774540, compound

HRID 1621311Notes

Reaction equation

HRID 1621311 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[CH:5]=[O:6].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1O.C([O-])(=O)C.[Pb+4].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.O>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=2)[CH:7]=[C:8]([Br:10])[CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 58012-AminophenolHCID 6220773,5-DibromobenzaldehydeHCID 178418268HCID 178418268, compound

Product 1

HCID 24774540HCID 24774540, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10 g (37.9 mmol) of 3,5-dibromobenzaldehyde and 5 g (45.5 mmol) of 2-aminophenol were dissolved in 200 mL of acetic acid. The solution was agitated at room temperature for 30 minutes. Next, 20.2 g (45.5 mmol) of lead(IV) acetate was added thereto. The resulting product was agitated at 50° C. for 1 hour. Then, water was added to the obtained reactant. The mixture was extracted with ethyl acetate and treated under a reduced pressure to remove the solvent, obtaining 5.7 g (Y=42%) of a white solid.

Workup

  1. stirringThe resulting product was agitated at 50° C. for 1 hour
  2. extractionThe mixture was extracted with ethyl acetate
  3. additiontreated under a reduced pressure
  4. customto remove the solvent
  5. customobtaining 5.7 g (Y=42%) of a white solid

Sources & evidence

ORD record
ord-fd2a924979a742329ca4088250818c6e
Source dataset
uspto-grants-2014_07
Patent number
US08772632B2

Reaction notes

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