Ethylene Glycol → HCID 18725787, compound

HRID 1790877Notes

Reaction equation

HRID 1790877 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:8](=[O:10])[CH3:9])[CH2:7][CH2:6]1)=[O:4].[CH2:11](O)[CH2:12][OH:13].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1.O>[CH3:1][O:2][C:3]([C:5]1([C:8]2([CH3:9])[O:13][CH2:12][CH2:11][O:10]2)[CH2:7][CH2:6]1)=[O:4]

Participants

7

Reactant 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 10214400Methyl 1-acetylcyclopropane-1-carboxylate

Product 1

HCID 18725787HCID 18725787, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

18.7 g of 4 is dissolved in 500 ml of benzene, 30 ml of ethylene glycol and 1 g of p-toluenesulfonic acid are added and heated under nitrogen in a water separator for 12 hours. After cooling, sodium bicarbonate solution is added, extracted with ethyl acetate, dried on sodium sulfate and concentrated by evaporation, whereby 23 g of title compound 5 accumulates as a colorless oil.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation, whereby 23 g of title compound 5 accumulates as a colorless oil

Sources & evidence

ORD record
ord-ed8556d158984fafbc05312413177320
Source dataset
uspto-grants-2006_07
Patent number
US07071344B1

Reaction notes

Loading…