Oleic Acid → Stearic Acid

HRID 1486471Notes

Reaction equation

HRID 1486471 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(OCC)(=O)C.[Pd]>[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][CH3:18]

Participants

4

Reactant 1

HCID 445639Oleic Acid

Product 1

HCID 5281Stearic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In the hydrogenation vessel, oleic acid (10 g, 35.4 mmol) were dissolved in 50 ml ethyl acetate. 1 g of 5% Pd—C were added and the vessel was connected to the hydrogenation apparatus and pressure was set at 50 psi for 6 hours. At the end of this period white precipitate of stearic acid was formed. To ensure total solubilization of stearic acid, 400 ml of ethyl acetate were added and the black precipitate was filtered out and washed with additional 100 ethyl acetate. The filtrate was removed which gave stearic acid in quantitative yield.

Sources & evidence

ORD record
ord-2770c0708d1d4e629d0262bac8b621f3
Source dataset
uspto-grants-2016_08
Patent number
US09428448B2

Reaction notes

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