Ethylene Glycol → HCID 54510131, compound

HRID 596872Notes

Reaction equation

HRID 596872 reaction equation
[CH3:1][N:2]1[CH2:11][CH2:10][C:9](=[O:12])[C:4]2([CH2:8][CH2:7][CH2:6][CH2:5]2)[C:3]1=[O:13].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:25](O)[CH2:26][OH:27]>>[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2([O:27][CH2:26][CH2:25][O:12]2)[C:4]2([CH2:5][CH2:6][CH2:7][CH2:8]2)[C:3]1=[O:13]

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 54204024HCID 54204024, compound

Product 1

HCID 54510131HCID 54510131, compoundYield 56%

Procedure

A solution of 26 g of 7-methyl-7-azaspiro [4.5] decane-6,10-dione in 150 ml of ethylene glycol, containing 100 mg of p-toluenesulphonic acid, is distilled at atmospheric pressure until 110 ml of distillate has been collected. The distillation residue is then shaken with ether and dilute aqueous ammonia. The aqueous layer is extracted with chloroform and the combined organic solutions are dried and evaporated in vacuo. The residue is recrystallized from ether. Melting point 84 -85° C. Yield 56%.

Workup

  1. distillationis distilled at atmospheric pressure until 110 ml of distillate
  2. customhas been collected
  3. extractionThe aqueous layer is extracted with chloroform
  4. customthe combined organic solutions are dried
  5. customevaporated in vacuo
  6. customThe residue is recrystallized from ether

Sources & evidence

ORD record
ord-4fad9baf25364c509e18c73caa4742da
Source dataset
uspto-grants-1977_03
Patent number
US04012392

Reaction notes

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