2,4-Dinitrophenol → 1,4-Bis-(2',4'-dinitrophenoxy)-butan-2,3-diol

HRID 1757909

Reaction equation

HRID 1757909 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[OH:13])([O-:3])=[O:2].Br[CH2:15][CH:16]([OH:21])[CH:17]([OH:20])[CH2:18]Br.[C:22](=[O:25])([O-])[O-].[K+].[K+]>CCOCC>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:13][CH2:15][CH:16]([OH:21])[CH:17]([OH:20])[CH2:18][O:25][C:22]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][C:8]=1[N+:10]([O-:12])=[O:11])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 14932,4-DinitrophenolHCID 11430Potassium CarbonateHCID 985121,4-Dibromo-2,3-butanediol

Product 1

HCID 205102801,4-Bis-(2',4'-dinitrophenoxy)-butan-2,3-diol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 19.2 gm (0.1 mol) of 2,4-dinitrophenol (96%), 12.4 gm (0.05 mol) of 1,4-dibromo-butan-2,3-diol, and 6.9 gm (0.05 mol) of potassium carbonate was refluxed for six hours in 20 ml of diethyleneglycoldimethyl ether. After cooling, the product was removed by suction, washed with water, and dried. The intermediate obtained melted at 207°-210° C.

Workup

  1. temperatureAfter cooling
  2. customthe product was removed by suction
  3. washwashed with water
  4. customdried
  5. customThe intermediate obtained melted at 207°-210° C.

Sources & evidence

ORD record
ord-9adbc0befa4941328337ad9678f1cea9
Source dataset
uspto-grants-1983_02
Patent number
US04371370

Linked notes

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