2-Methyl-5-phenylpentanol → Cyclohexanepentanol, .beta.-methyl-

HRID 467401Notes

Reaction equation

HRID 467401 reaction equation
[CH3:1][CH:2]([CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:3][OH:4].[H][H]>[Pd]>[CH:8]1([CH2:7][CH2:6][CH2:5][CH:2]([CH3:1])[CH2:3][OH:4])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 54637912-Methyl-5-phenylpentanolHCID 178418361HCID 178418361, compound

Product 1

HCID 44192644Cyclohexanepentanol, .beta.-methyl-Yield 99.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1200 g of 2-Methyl-5-phenyl-pentanol (Rosaphen™, supplier: Symrise) combined with 22 g Pd on activated carbon (Pd content: 5 wt. %) were hydrogenated at a hydrogen pressure of 50 bar and at a temperature of 120° C. After 30 hours the reaction was finished. The catalyst was removed and the product distilled. 1170 g (content: 99.6%) of 5-cyclohexyl-2-methyl-pentanol were obtained.

Workup

  1. customThe catalyst was removed
  2. distillationthe product distilled

Sources & evidence

ORD record
ord-54cd8deb2c9442da8c688710a38a0786
Source dataset
uspto-grants-2014_01
Patent number
US08623340B2

Reaction notes

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