Adipic Acid → Beta-Isophorone

HRID 583606Notes

Reaction equation

HRID 583606 reaction equation
[CH3:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.C(O)(=O)CCCCC(O)=O>>[CH3:1][C:2]1[CH2:3][C:4](=[O:10])[CH2:5][C:6]([CH3:9])([CH3:8])[CH:7]=1

Participants

3

Reactant 2

HCID 196Adipic AcidHCID 6544Isophorone2×

Product 1

HCID 10108Beta-Isophorone

Procedure

In a flask (capacity: 1 liter; connected to a plate column) were fed 3,5,5-trimethylcyclohexa-2-en-1-one (553 g) and adipic acid (38 g). Isomerization was carried out under a pressure of 340 Torr with a temperature (liquid phase) of 190° C. in the flask, while controlling the charge (supply) of 3,5,5-trimethylcyclohexa-2-en-1-one to keep the temperature at 154° C. at the top of the column, and simultaneously, continuous distillation was effected using a distilling column "Order show" equipped with 30 plates, adjusting the liquid level in the flask at a predetermined level. As a result, 3,5,5-trimethylcyclohexa-3-en-1-one was constantly obtained from the top of the column in 25 g per hour, its concentration being 99% or higher (analysed by gas chromatography).

Workup

  1. customwas carried out under a pressure of 340 Torr with a temperature (liquid phase) of 190° C. in the flask
  2. customat 154° C.
  3. distillationsimultaneously, continuous distillation
  4. customequipped with 30 plates

Sources & evidence

ORD record
ord-3243b7a909bc4f9b8987ea010140cf09
Source dataset
uspto-grants-1999_07
Patent number
US05929285

Reaction notes

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