Adipic Acid → Beta-Isophorone

HRID 1699511Notes

Reaction equation

HRID 1699511 reaction equation
[CH3:1][C:2]1[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][C:4](=[O:5])[CH:3]=1.C(O)(=O)CCCCC(O)=O>>[CH3:1][C:2]1[CH2:3][C:4](=[O:5])[CH2:6][C:7]([CH3:10])([CH3:9])[CH:8]=1

Participants

3

Reactant 2

HCID 196Adipic AcidHCID 6544Isophorone2×

Product 1

HCID 10108Beta-Isophorone

Procedure

α-isophorone (α-IP) and 7% by weight of adipic acid relative to the amount of α-isophorone were fed to the bottom of the oldershow distilling column (30 plates, 50 mmφ) equipped with a vacuum jacket, and the bottom was heated to start the mixture refluxing. Thereafter, β-isophorone (β-IP) was obtained in the form of a distillate at a distilling rate of 30 g/hr while supplying α-IP to the bottom of the distilling column at a supply rate of 30 g/hr. The distilling column was manipulated at an atmospheric pressure and a reflux ratio of 63. Moreover, the residence time of α-IP at the bottom was 2 hours, the temperature of the bottom was 220° C., and the temperature of the distillate was 183° C.

Workup

  1. distillationdistilling column (30 plates, 50 mmφ)
  2. customequipped with a vacuum jacket
  3. temperaturethe bottom was heated
  4. temperaturerefluxing

Sources & evidence

ORD record
ord-04c8a833cdcf44b8be73222dac2008ee
Source dataset
uspto-grants-2002_02
Patent number
US06346651B1

Reaction notes

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