Water → 1-Hydroxymethyl-1,2-bis-(2',4'-dinitrophenoxy)-ethane

HRID 1757910Notes

Reaction equation

HRID 1757910 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[CH:15]([CH2:18]Br)[CH2:16][OH:17].[C:20](=[O:23])([O-])[O-].[K+].[K+].[OH2:26]>CN(C)C=O>[OH:17][CH2:16][CH:15]([O:23][C:20]1[CH:6]=[CH:7][C:8]([N+:10]([O-:11])=[O:26])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:18][O:13][C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 962WaterHCID 14932,4-DinitrophenolHCID 72812,3-Dibromo-1-propanolHCID 11430Potassium Carbonate

Product 1

HCID 205102811-Hydroxymethyl-1,2-bis-(2',4'-dinitrophenoxy)-ethane

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 19.2 gm (0.1 mol) of 2,4-dinitrophenol (96%), 13.6 gm (0.05 mol) of 2,3-dibromopropanol, and 6.9 gm (0.05 mol) of potassium carbonate was refluxed for eight hours in 20 ml of dimethylformamide. After cooling, the solution was poured into 1.5 liters of water, and the precipitated product was removed by suction and washed with water. The intermediate obtained melted with decomposition at 129° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitated product was removed by suction
  3. washwashed with water
  4. customThe intermediate obtained
  5. custommelted with decomposition at 129° C.

Sources & evidence

ORD record
ord-96257bd98cf4445d94178085e1f8eee4
Source dataset
uspto-grants-1983_02
Patent number
US04371370

Reaction notes

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