2-Methyl-1-phenyl-2-propanol → 1-Cyclohexyl-2-methyl-2-propanol

HRID 2296600Notes

Reaction equation

HRID 2296600 reaction equation
[C:1]1([CH2:7][C:8]([CH3:11])([CH3:10])[OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Ru]>[CH:1]1([CH2:7][C:8]([CH3:11])([CH3:10])[OH:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 75312-Methyl-1-phenyl-2-propanol

Product 1

HCID 1385311-Cyclohexyl-2-methyl-2-propanolYield 88%

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Conditions

Temperature
150 °C

Procedure

100 g (0.67 mol) of 2-phenyl-1,1-dimethyl ethanol (manufactured by Hokko Kagaku Corp. Ltd.) and 1.0 g of 5% ruthenium/silica were placed in a 500 ml stainless autoclave. The resulting mixture was placed under a hydrogen pressure of 50 atmospheres, heated to a reaction temperature of 150° C., and agitated for 5 hours. After cooling to room temperature, the catalyst was removed by filtration. Vacuum distillation of the resulting crude reaction product was conducted with a Claisen distillation device, to give 92 g of 2-cyclohexyl-1,1-dimethyl ethanol was obtained (yield: 88%, purity: 99%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe catalyst was removed by filtration
  3. distillationVacuum distillation of the resulting crude
  4. customreaction product
  5. distillationwas conducted with a Claisen distillation device

Sources & evidence

ORD record
ord-b46c40b89b3d461484d460f257199ffd
Source dataset
uspto-grants-2002_12
Patent number
US06489273B1

Reaction notes

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