Ethylene Glycol → 96648-14-5

HRID 2198813Notes

Reaction equation

HRID 2198813 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].[C:5]1([CH3:15])[CH:10]=[CH:9][C:8](S(O)(=O)=O)=[CH:7][CH:6]=1.[CH:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:22](=[O:25])(O)[O-:23].[Na+].CC[O:29][CH2:30][CH3:31]>>[CH2:2]1[CH2:1][O:4][C:8]2([CH2:7][C@H:6]3[C@H:10]([CH2:5][C@@H:15]([O:23][C:22](=[O:25])[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[C@@H:31]3[CH2:30][OH:29])[CH2:9]2)[O:3]1

Participants

6

Reactant 5

HCID 174Ethylene GlycolHCID 241BenzeneHCID 3283Diethyl EtherHCID 6101p-Toluenesulfonic acidHCID 516892Sodium Bicarbonate

Product 1

HCID 2282207396648-14-5

Procedure

320 mg. of the alcohol prepared according to Reference Example 1(o), 0.5 ml. of ethylene glycol, 4 mg. of p-toluenesulfonic acid, and 10 ml. of benzene are agitated for 1.5 hours with the use of a water trap at reflux temperature. The mixture is cooled, diluted with ether, shaken once with 4% sodium bicarbonate solution, washed neutral with water, dried over magnesium sulfate, and evaporated under vacuum, thus obtaining 390 mg. of the ketal as a colorless oil.

Workup

  1. temperatureat reflux temperature
  2. temperatureThe mixture is cooled
  3. washwashed neutral with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under vacuum
  6. customthus obtaining 390 mg

Sources & evidence

ORD record
ord-5cdddd806c544030850fbf748023cc94
Source dataset
uspto-grants-1982_11
Patent number
US04359581

Reaction notes

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