HCID 54540029, compound → 2,15-Hexadecanedione

HRID 893042Notes

Reaction equation

HRID 893042 reaction equation
[CH3:1][C:2](=[O:18])[CH2:3][CH2:4][CH:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][CH2:13][CH2:14][C:15](=[O:17])[CH3:16]>C(OCC)(=O)C.[Pd]>[CH3:16][C:15](=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2](=[O:18])[CH3:1]

Participants

4

Reactant 1

HCID 54540029HCID 54540029, compound

Product 1

HCID 4580962,15-Hexadecanedione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

38 g of hexadeca-5,11-diene-2,15-dione (0.152 mole) were dissolved in 200 ml of ethyl acetate and hydrogenated at 50° C. under standard conditions using 1.9 g of 10% strength Pd/C. Recrystallization from petroleum ether gave 25.8 g of a 97% strength hexadecane-2,15-dione of melting point 80° C. The yield was thus 66% of theory.

Workup

  1. customRecrystallization from petroleum ether

Sources & evidence

ORD record
ord-2cc3c98048534693abe36f0205d17cdb
Source dataset
uspto-grants-1992_06
Patent number
US05120880

Reaction notes

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