Ethylene Glycol → 2-(3,5-Dichlorophenyl)-1,3-dioxolane

HRID 1007472Notes

Reaction equation

HRID 1007472 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=[O:6].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:22](O)[CH2:23][OH:24].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[O:24][CH2:23][CH2:22][O:6]2)[CH:7]=[C:8]([Cl:10])[CH:9]=1

Participants

6

Reactant 4

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

Product 1

HCID 226699852-(3,5-Dichlorophenyl)-1,3-dioxolane

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-3888b187dac3408397c1b4ce88387d2a
Source dataset
uspto-grants-2004_09
Patent number
US06794415B2

Reaction notes

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