Ethylene Glycol → HCID 774818, compound

HRID 1756454Notes

Reaction equation

HRID 1756454 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)=O.[CH2:13]([OH:16])[CH2:14][OH:15].C1(C)C(C)=CC=CC=1>[Cl-].[Cl-].[Zn+2].O>[O:15]1[CH2:14][CH2:13][O:16][CH:1]1[C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 174Ethylene GlycolHCID 7237O-XyleneHCID 15294Methyl 4-Formylbenzoate

Product 1

HCID 774818HCID 774818, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 962WaterSolvent

Procedure

8.2 g (0.05 mol) of methyl 4-formylbenzoate, 25 ml of ethylene glycol, 3.5 g of ZnCl2 and 200 ml of xylene are introduced into a round-bottomed flask. The mixture is heated to reflux and the water formed is separated after settling has taken place, the organic phase is evaporated to dryness, the reaction medium is poured into water, the mixture is extracted with ethyl ether and the organic phase is separated after settling has taken place, dried over magnesium sulphate and evaporated. 10.4 g (100%) of the expected product are collected in the form of a colorless oil.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. customis separated after settling
  4. customthe organic phase is evaporated to dryness
  5. additionthe reaction medium is poured into water
  6. extractionthe mixture is extracted with ethyl ether
  7. customthe organic phase is separated after settling
  8. dry with materialdried over magnesium sulphate
  9. customevaporated
  10. custom10.4 g (100%) of the expected product are collected in the form of a colorless oil

Sources & evidence

ORD record
ord-adfc87f60cf84c8abf55cff5c5fb3375
Source dataset
uspto-grants-1995_08
Patent number
US05439925

Reaction notes

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