Ethylene Glycol → HCID 21523605, compound

HRID 917811Notes

Reaction equation

HRID 917811 reaction equation
[CH:1]1([N:7]=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:16](O)[CH2:17][OH:18].[C:20]([OH:25])(=[O:24])[C:21]([OH:23])=[O:22]>CC(C)=O>[C:20]([OH:25])(=[O:24])[C:21]([OH:23])=[O:22].[CH:10]1([N:9]2[CH2:16][CH2:17][O:18][C:8]2=[N:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 971Oxalic AcidHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 21523605HCID 21523605, compoundYield 102.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent3×

Procedure

A mixture of 41.2 g of dicyclohexylcarbodiimide and 7 g of ethylene glycol was heated on a water bath for 2 hours. After removing the precipitate of dicyclohexyl urea formed, the resulting oily product was dissolved in acetone and to the acetone solution was added an acetone solution containing 9 g of oxalic acid to obtain 35 g of Compound (1) with a melting point of 130° - 133°C.

Workup

  1. temperaturewas heated on a water bath for 2 hours
  2. customAfter removing the precipitate of dicyclohexyl urea
  3. customformed

Sources & evidence

ORD record
ord-5d043911a0314d5c9ce6b699a220fbd6
Source dataset
uspto-grants-1976_07
Patent number
US03967965

Reaction notes

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