21835-54-1 → Glutaric Acid

HRID 614978Notes

Reaction equation

HRID 614978 reaction equation
NC(N)=O.[C:5]([OH:13])(=[O:12])[CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]>CO>[C:5]([OH:13])(=[O:12])[CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

Participants

3

Reactant 1

HCID 7345679421835-54-12×

Product 1

HCID 743Glutaric Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 g. of an acid mixture [(composition: 53% by weight of glutaric acid; 28% by weight of succinic acid; and 19% by weight of adipic acid; each percentage being based on the mixture) obtained by oxidizing cyclohexane with an oxygen containing gas and removing cyclohexanol, cyclohexanone, cyclohexane, monobasic acid, hydroxy acid and part of adipic acid out of the resulting oxidation product] and 72 g. of urea were dissolved in 400 g. of methanol at 50° C. On subsequent cooling to and allowing to stand at 20° C. for 50 minutes, a urea-glutaric acid adduct crystallized out of the solution. By filtration, 89 g. of urea-glutaric acid adduct (including 44 g. of glutaric acid) was obtained. The obtained urea-glutaric acid adduct was dissolved in 600 g. of methanol at 50° C. The resulting solution was treated with AMBERLYST A 29 as used in Example 3. The glutaric acid adsorbed on the resin was desorbed by treating the resin with a strong acid and 43 g. of glutaric acid having a purity of 98.5% was obtained.

Workup

  1. customat 50° C
  2. additionThe resulting solution was treated with AMBERLYST A 29
  3. additionby treating the resin with a strong acid and 43 g

Sources & evidence

ORD record
ord-b9940f5b7f48485bb48e90ba8047d8f9
Source dataset
uspto-grants-1979_03
Patent number
US04146730

Reaction notes

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