4-Propylphenol → 4-Propylcyclohexanol

HRID 2057503Notes

Reaction equation

HRID 2057503 reaction equation
[CH2:1]([CH:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(C1C=CC(O)=CC=1)CC.[O-]CC.[Na+]>[Ni].C(O)C>[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

6

Reactant 3

HCID 125804-PropylphenolHCID 1424824-PropylcyclohexanoneHCID 2723922Sodium ethoxide

Product 1

HCID 27750944-Propylcyclohexanol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

In addition, the 4-propylcyclohexanone employed as a raw material in this preparation example was prepared as follows: A commercial p-n-propylphenol was hydrogenated in the presence of ethanol, sodium ethoxide and Raney nickel catalyst, under a hydrogen pressure of 100 atm, at 150° C. to form 4-n-propylcyclohexanol, which was then oxidized with Jones reagent (CrO3 /H2SO4 /H2O) in acetone to obtain 4-n-propylcyclohexanone having a b.p. of 110°~113° C./26 mm Hg.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-45510c2c41bc4e43beb9d27e9af245af
Source dataset
uspto-grants-1980_07
Patent number
US04211666

Reaction notes

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