1-Chloro-2,4-Dinitrobenzene → 2-(2,4-Dinitrophenoxy)ethanol

HRID 380718

Reaction equation

HRID 380718 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[CH2:14]([OH:17])[CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>C1(C)C(C)=CC=CC=1>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:16][CH2:15][CH2:14][OH:17])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 61-Chloro-2,4-DinitrobenzeneHCID 174Ethylene GlycolHCID 11430Potassium Carbonate

Product 1

HCID 760702-(2,4-Dinitrophenoxy)ethanolYield 74.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

20.25 g (0.1 mole) of 2,4-dinitrochlorobenzene, 124 g (2 moles) of ethylene glycol, 82.93 g (0.6 mole) of potassium carbonate, and 600 ml of xylene were placed in a reaction vessel to be stirred by heating for 12 hours. The reacted solution was isolated by filtration, and the filtrate was concentrated. 17.0 g of 2-(2,4-dinitrophenoxy) ethanol was yielded by column purification.

Workup

  1. temperatureby heating for 12 hours
  2. customThe reacted solution was isolated by filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-62be93d1b7c1453a9a1721b3f0fd489f
Source dataset
uspto-grants-2001_10
Patent number
US06303742B1

Linked notes

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