Ammonium → HCID 21076521, compound

HRID 1374521Notes

Reaction equation

HRID 1374521 reaction equation
C1[C:11]2[C:10](=O)[C:9](=O)[C:8]3[CH:14]=[CH:15][CH:16]=[CH:17][C:7]=3O[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:18]([O-])(=O)C.[NH4+:22].[CH2:23]=[O:24].[NH4+:25]>C(O)(=O)C.O>[NH:22]1[C:9]2[C:8]3[CH:7]=[CH:17][CH:16]=[CH:15][C:14]=3[O:24][C:23]3[CH:2]=[CH:3][CH:4]=[CH:5][C:11]=3[C:10]=2[N:25]=[CH:18]1

Participants

7

Reactant 4

HCID 223AmmoniumHCID 712FormaldehydeHCID 517165Ammonium AcetateHCID 15175348HCID 15175348, compound

Product 1

HCID 21076521HCID 21076521, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a solution of dibenzo[b,f]oxepine-10,11-dione (9.6 mmole) in acetic acid (30.0 ml), ammonium acetate (96.0 mmole) and paraformaldehyde (11.5 mmole) were added. The reaction mixture was heated under stirring and reflux for 4 hours, then it was cooled to room temperature, diluted with water, neutralized with ammonium hydroxyde and extracted with ethyl acetate. The organic extract was washed with an aqueous sodium chloride solution, dried over anhydrous Na2SO4 and evaporated under reduced pressure. After purification of the evaporation residue by chromatography on a silica gel column, a crystal product was isolated.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperaturereflux for 4 hours
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with an aqueous sodium chloride solution
  6. dry with materialdried over anhydrous Na2SO4
  7. customevaporated under reduced pressure
  8. customAfter purification of the evaporation residue by chromatography on a silica gel column
  9. customa crystal product was isolated

Sources & evidence

ORD record
ord-0b0c3547b04e415f8684ff525db84896
Source dataset
uspto-grants-2007_01
Patent number
US07166583B2

Reaction notes

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