Geraniol → 3,7-Dimethyl-1-octanol

HRID 1819545Notes

Reaction equation

HRID 1819545 reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6]/[C:7](=[CH:9]/[CH2:10][OH:11])/[CH3:8])[CH3:3]>[Pd].C(O)C>[CH3:8][CH:7]([CH2:6][CH2:5][CH2:4][CH:2]([CH3:3])[CH3:1])[CH2:9][CH2:10][OH:11]

Participants

4

Reactant 1

HCID 637566Geraniol

Product 1

HCID 77923,7-Dimethyl-1-octanolYield 55%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A flask containing a stirring suspension of geraniol (10 ml, 58 mmol) and palladium on carbon (10% Pd, 0.494 g, 0.08 eq) in ethanol (70 ml) was evacuated, and then filled with hydrogen. The reaction mixture was then stirred under an atmosphere of hydrogen for 21 hours. After this time the reaction was filtered and the filtrate concentrated in vacuo to give 43 (5 g, 55%) as a colourless oil.

Workup

  1. additionA flask containing
  2. customwas evacuated
  3. additionfilled with hydrogen
  4. filtrationAfter this time the reaction was filtered
  5. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-02540f5b0bb2468382760b7f832ac6fd
Source dataset
uspto-grants-2009_10
Patent number
US07601754B2

Reaction notes

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