Acetone → Eicosanoic Acid

HRID 537650Notes

Reaction equation

HRID 537650 reaction equation
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C[O-].[Na+].[CH3:24][C:25](C)=O>>[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:24][CH3:25]

Participants

4

Reactant 3

HCID 180AcetoneHCID 445639Oleic AcidHCID 10942334Sodium Methoxide

Product 1

HCID 10467Eicosanoic AcidYield 29%

Procedure

High-oleic sunflower oil having 86% of oleic acid content relative to the constituent fatty acid and fully hydrogenated rapeseed oil were mixed and the mixture was subjected to random interesterification using sodium methylate to obtain a reaction oil. The reaction oil was subjected to solvent fractionation with acetone to remove high melting point fraction and low melting point fraction, and to obtain mid fraction at a yield of 29%. The obtained mid fraction was purified by conventional methods to obtain StStO fat (StOSt=22.4%, StLSt=2.5%, StOO=1.6%, arachidic acid content=0.5%).

Workup

  1. additionwere mixed
  2. customto obtain
  3. customa reaction oil
  4. customThe reaction oil
  5. customto remove high melting point fraction
  6. customto obtain mid fraction at a yield of 29%
  7. customThe obtained mid fraction was purified by conventional methods

Sources & evidence

ORD record
ord-17a40e7d20a54a4bb53c3d246bbfde47
Source dataset
uspto-grants-2014_10
Patent number
US08865246B2

Reaction notes

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