Ethylene Glycol → HCID 15521920, compound

HRID 322079Notes

Reaction equation

HRID 322079 reaction equation
[CH3:1][O:2][N:3]([CH3:11])[C:4](=[O:10])[CH2:5][CH2:6][C:7](=[O:9])[CH3:8].[CH2:12](O)[CH2:13][OH:14].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1C=CC=CC=1>[CH3:1][O:2][N:3]([CH3:11])[C:4](=[O:10])[CH2:5][CH2:6][C:7]1([CH3:8])[O:14][CH2:13][CH2:12][O:9]1

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 15521919HCID 15521919, compound

Product 1

HCID 15521920HCID 15521920, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 4-1 (38 g, 0.239 mol) in 500 mL benzene was added ethylene glycol (17.3 mL, 0.310 mol) and p-toluenesulfonic acid (1 g). The mixture was heated at reflux for 2 h with azeotropic removal of water. After cooling, the solution was washed with 200 mL sat. NaHCO3, brine, and dried over Na2SO4. Evaporative removal of the solvent gave 4-2 as a yellow oil.

Workup

  1. temperatureThe mixture was heated
  2. temperatureAfter cooling
  3. washthe solution was washed with 200 mL sat. NaHCO3, brine
  4. dry with materialdried over Na2SO4
  5. customEvaporative removal of the solvent

Sources & evidence

ORD record
ord-153395ee25d84969a60d92fd127b190c
Source dataset
uspto-grants-2001_04
Patent number
US06211191B1

Reaction notes

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