2,4-Dinitrophenol → HCID 54268013, compound

HRID 1106867Notes

Reaction equation

HRID 1106867 reaction equation
[Br:1][CH:2](Br)[CH3:3].[N+:5]([C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1[OH:17])([O-:7])=[O:6].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:5]([C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1[O:17][CH2:3][CH2:2][Br:1])([O-:7])=[O:6]

Participants

5

Reactant 3

HCID 14932,4-DinitrophenolHCID 112011,1-DibromoethaneHCID 11430Potassium Carbonate

Product 1

HCID 54268013HCID 54268013, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

Dibromoethane (5.25 g, 0.049 mol) and 2,4-dinitrophenol (3 g, 0.016 mol) were added to dimethylformamide (20 ml) and, after adding a fine powder of potassium carbonate (2.24 g), the mixture was heated at 85° C. for 1.5 h. Thereafter, the solvent was evaporated and three extractions were conducted with ethyl acetate. The organic extracts were combined and dried with sodium sulfate, with the residue being subjected to column chromatography on silica gel using methylene chloride as an eluent. The fractions containing the end product were collected and the solvent was evaporated to yield the end compound 2,4-dinitrophenoxyethly bromide (1.64 g).

Workup

  1. customThereafter, the solvent was evaporated
  2. extractionthree extractions
  3. dry with materialdried with sodium sulfate, with the residue
  4. additionThe fractions containing the end product
  5. customwere collected
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e5f4345419be41f4a3ac6d500ca0b82b
Source dataset
uspto-grants-2000_05
Patent number
US06057358

Reaction notes

Loading…