Water → HCID 10868329, compound

HRID 1370317Notes

Reaction equation

HRID 1370317 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[C:7]([O:14]C)[CH:8]=[CH:9][C:10]=2[O:12]C)[N:5]=[CH:4][CH:3]=1.O.[N+]([O-])([O-])=O.[NH4+].[Ce]>CC#N>[Br:1][C:2]1[C:11]2[C:10](=[O:12])[CH:9]=[CH:8][C:7](=[O:14])[C:6]=2[N:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18511051HCID 18511051, compoundHCID 57418452Ammonium cerium-nitrate

Product 1

HCID 10868329HCID 10868329, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

100 mg (0.373 mmol) of 4-bromo-5,8-dimethoxyquinoline are dissolved in 8 mL of CH3CN and 4 mL of water at room temperature. 0.6 g (1.11 mmol) of cerium ammonium nitrate (CAN) is added and the mixture is stirred for 30 min. After evaporating off the CH3CN on a rotary evaporator, 100 mL of water are added and the medium is extracted with CHCl3 (3 times 100 mL). After drying the organic phases over MgSO4 and evaporating off the solvent on a rotary evaporator, 83 mg of quinone are obtained in the form of a pinkish powder.

Workup

  1. customat room temperature
  2. customAfter evaporating off the CH3CN
  3. customon a rotary evaporator, 100 mL of water
  4. additionare added
  5. extractionthe medium is extracted with CHCl3 (3 times 100 mL)
  6. dry with materialAfter drying the organic phases over MgSO4
  7. customevaporating off the solvent
  8. customon a rotary evaporator, 83 mg of quinone
  9. customare obtained in the form of a pinkish powder

Sources & evidence

ORD record
ord-457761b3ce1648c29ca7777c14f23a20
Source dataset
uspto-grants-2003_06
Patent number
US06583150B1

Reaction notes

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