Ethylene Glycol → HCID 54111786, compound

HRID 1856510Notes

Reaction equation

HRID 1856510 reaction equation
[N+:1]([CH2:4][C:5]([CH3:9])=[CH:6][CH:7]=[O:8])([O-:3])=[O:2].[CH2:10](O)[CH2:11][OH:12].O>C1C=CC=CC=1>[N+:1]([CH2:4][C:5]([CH3:9])=[CH:6][CH:7]1[O:12][CH2:11][CH2:10][O:8]1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 962WaterHCID 57040982HCID 57040982, compound

Product 1

HCID 54111786HCID 54111786, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.1 Mol of 4-nitro-3-methyl-2-butenal and 0.1 Mol of ethyleneglycol is benzene were refluxed for 1 hour, collecting 0.1 Mol of water in a Dean Stark trap. After cooling the reaction mixture it was quenched in a solution of sat. Sodiumbicarbonate and extracted several times with benzene. The reaction product was purified by Kugelrohr distillation followed by chromotography over silica gel. The product was obtained as a yellow oil.

Workup

  1. temperaturewere refluxed for 1 hour
  2. temperatureAfter cooling the reaction mixture it
  3. customwas quenched in a solution of sat. Sodiumbicarbonate
  4. extractionextracted several times with benzene
  5. distillationThe reaction product was purified by Kugelrohr distillation
  6. customThe product was obtained as a yellow oil

Sources & evidence

ORD record
ord-328a79ccaf794d778db2c52578c1e1c0
Source dataset
uspto-grants-1980_08
Patent number
US04219660

Reaction notes

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