Ethylene Glycol → HCID 22622966, compound

HRID 1032944Notes

Reaction equation

HRID 1032944 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[CH2:13](O)[CH2:14][OH:15].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:14]1[O:15][CH:6]([C:5]2[CH:8]=[CH:9][C:2]([OH:1])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=2)[O:7][CH2:13]1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 181694-Hydroxy-3-nitrobenzaldehydeHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 22622966HCID 22622966, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 4-hydroxy-3-nitrobenzaldehyde (known compound, 20.6 g, 124 mmol), benzene (150 ml), ethylene glycol (10.3 ml, 185 mmol) and p-toluenesulfonic acid hydrate (catalytic amount) was refluxed overnight removing the resulting water by azeotropic distillation with benzene.

Workup

  1. customremoving the resulting water
  2. distillationby azeotropic distillation with benzene

Sources & evidence

ORD record
ord-ba03966fb1ac4db3aba33f1d0f3ef2b8
Source dataset
uspto-grants-1994_05
Patent number
US05308840

Reaction notes

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