Ethylene Glycol → HCID 11831832, compound

HRID 374625Notes

Reaction equation

HRID 374625 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:13])([C:9]([F:12])([F:11])[F:10])[CH2:5][C:4](=[O:14])[CH:3]=1.[CH2:15](O)[CH2:16][OH:17].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:13])([C:9]([F:10])([F:11])[F:12])[CH2:5][C:4]2([O:17][CH2:16][CH2:15][O:14]2)[CH:3]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 18997602HCID 18997602, compound

Product 1

HCID 11831832HCID 11831832, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.64 g (12.8 mmole) of 3,5-dimethyl-5-trifluoromethyl-2-cyclohexen- 1,4-dione(A-5) prepared in Example 6 and 1.59 g (25.6 mmole) ethylene glycol were mixed with 250 ml of toluene, and 0.1 g of p-toluenesulfonic acid was added as catalyst. After cooling to room temperature, the reaction mixture was washed with water and aqueous solution of sodium bicarbonate. The organic layer thus formed was dried using anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was fractionated with column chromatography using n-hexane/ethyl acetate(5:1, v/v) as eluent to produce the title compound(yield: 90.6%).

Workup

  1. additionwas added as catalyst
  2. washthe reaction mixture was washed with water and aqueous solution of sodium bicarbonate
  3. customThe organic layer thus formed
  4. customwas dried
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-65f5dffdecc342ccb2fac894591ff84e
Source dataset
uspto-grants-1996_01
Patent number
US05481034

Reaction notes

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