1-Chloro-2,4-Dinitrobenzene → 2,4-Dinitrophenetole

HRID 1730836Notes

Reaction equation

HRID 1730836 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[O-:14][CH2:15][CH3:16].[Na+]>C(O)C>[CH2:15]([O:14][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12])[CH3:16]

Participants

4

Reactant 2

HCID 61-Chloro-2,4-DinitrobenzeneHCID 2723922Sodium ethoxide

Product 1

HCID 118872,4-Dinitrophenetole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an equimolar amount of chloro-2,4-dinitrobenzene acid is added sodium ethoxide in ethanol to yield 2,4-dinitrophenyl ethyl ether. Next, to a weighed aliquot of poly(glycidol) containing 0.2 mole polymer in 300 ml of ethanol is added 0.2 mole 2,4-dinitrophenyl ethyl ether, and the reactants heated to reflux and maintained at reflux reaction conditions for 1 to 2 hours. The dry benzene is added and distillation initiated and continued until nearly all ethanol and water are azeotropically removed, to form the product identified as (I) where n is greater than 10. ##SPC17##

Sources & evidence

ORD record
ord-6df78a2ec93842ab881f7dc69f3d9cf5
Source dataset
uspto-grants-1976_11
Patent number
US03994828

Reaction notes

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