2,6,10,15,19,23-Hexamethyltetracosane-10,15-diol → Squalane

HRID 596564Notes

Reaction equation

HRID 596564 reaction equation
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][CH:7]([CH3:32])[CH2:8][CH2:9][CH2:10][C:11]([CH3:31])(O)[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([CH3:29])(O)[CH2:17][CH2:18][CH2:19][CH:20]([CH3:27])[CH2:21][CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH3:3]>[Pd].C(O)(=O)C>[CH3:26][CH:24]([CH2:23][CH2:22][CH2:21][CH:20]([CH2:19][CH2:18][CH2:17][CH:16]([CH2:15][CH2:14][CH2:13][CH2:12][CH:11]([CH2:10][CH2:9][CH2:8][CH:7]([CH2:6][CH2:5][CH2:4][CH:2]([CH3:3])[CH3:1])[CH3:32])[CH3:31])[CH3:29])[CH3:27])[CH3:25]

Participants

4

Reactant 1

HCID 136432652,6,10,15,19,23-Hexamethyltetracosane-10,15-diol

Product 1

HCID 8089Squalane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Then in 300 ml autoclave were placed 20 g of the distilled 2,6,10,15,19,23-hexamethyltetracosane-10,15-diol, 40 ml of glacial acetic acid and 1 g of 5 % palladium on active carbon and the mixture was hydrogenated at 200° C under a hydrogen pressure of 100 kg/cm2 for 10 hours. The catalyst was filtered off, the reaction mixture and the acetic acid was distilled off to afford squalane in 100 % conversion ratio, which was distilled through a packed column to give 14.2 g of the purified squalane.

Workup

  1. customwas hydrogenated at 200° C under a hydrogen
  2. customfor 10 hours
  3. filtrationThe catalyst was filtered off
  4. distillationthe reaction mixture and the acetic acid was distilled off

Sources & evidence

ORD record
ord-97f42d8577994b15893f9f2f60e5e91c
Source dataset
uspto-grants-1977_03
Patent number
US04011277

Reaction notes

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