Ethylene Glycol → HCID 9795390, compound

HRID 412849Notes

Reaction equation

HRID 412849 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=[O:6].[C:11]1(C)[CH:16]=[CH:15][C:14](S(O)(=O)=O)=[CH:13][CH:12]=1.C(O)C[OH:24].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[C:8]([Cl:10])[C:9]=1[C:11]1[CH:16]=[CH:15][C:14]([OH:24])=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 357463,5-DichlorobenzaldehydeHCID 516892Sodium Bicarbonate

Product 1

HCID 9795390HCID 9795390, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.66 g of 3,5-dichlorobenzaldehyde is mixed with 0.23 g of paratoluenesulphonic acid, 3 ml of ethylene glycol and 40 ml of toluene. The reaction medium is heated under reflux for 2 hours, poured into a saturated solution of sodium bicarbonate and the aqueous phase is decanted. The organic phase is dried and evaporated under reduced pressure. 5.756 g of expected product is isolated in the form of an oil.

Workup

  1. temperatureThe reaction medium is heated
  2. temperatureunder reflux for 2 hours
  3. customthe aqueous phase is decanted
  4. customThe organic phase is dried
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-f01a51e395ee4e9b9830119bef0c0b75
Source dataset
uspto-grants-2003_05
Patent number
US06563008B2

Reaction notes

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