Decanoic Acid → 2-Octadecenoic acid

HRID 2116799Notes

Reaction equation

HRID 2116799 reaction equation
[C:1]([OH:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>CC(C)=O>[C:1]([OH:12])(=[O:11])[CH:2]=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 1

HCID 2969Decanoic Acid

Product 1

HCID 1721462-Octadecenoic acid

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
-35 °C

Procedure

To a mixture containing 50 g of the liquid fraction 4 (Liquid 4) prepared in Comparative Example 4 and 50 g of decanoic acid, there was added 300 g of acetone to thus form a mixed solution and the resulting solution was cooled at −35° C. for 3 hour with stirring. Then the solution was fractionated into a solid phase and a liquid phase through filtration under reduced pressure, followed by the removal of the acetone from the solid and liquid phases through distillation to thus give 53 g of a solid fraction 8 (Solid 8) and 46 g of a liquid fraction 8 (Liquid 8), respectively. The concentration results for CLA isomer are listed in the following Table 23 and the concentration results for octadecenoic acid isomer are listed in the following Table 24.

Workup

  1. customto thus form a mixed solution
  2. filtrationa liquid phase through filtration under reduced pressure
  3. customfollowed by the removal of the acetone from the solid and liquid phases through distillation to thus give 53 g of a solid fraction 8 (Solid 8) and 46 g of a liquid fraction 8 (Liquid 8)
  4. concentrationThe concentration
  5. customresults for CLA isomer
  6. concentrationthe concentration

Sources & evidence

ORD record
ord-f89d6a52d839494cbb684223f78e27be
Source dataset
uspto-grants-2008_10
Patent number
US07439377B2

Reaction notes

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