2-(3,3,5,5-Tetramethylcyclohex-1-enyl)phenol → 2-(3,3,5,5-Tetramethylcyclohexyl)phenol

HRID 32252Notes

Reaction equation

HRID 32252 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[OH:16])=[CH:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:17])[CH2:7][C:6]([CH3:8])([CH3:9])[CH2:5][CH:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[OH:16])[CH2:3]1

Participants

4

Reactant 1

HCID 231425262-(3,3,5,5-Tetramethylcyclohex-1-enyl)phenol

Product 1

HCID 231415852-(3,3,5,5-Tetramethylcyclohexyl)phenolYield 98.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(3,3,5,5-tetramethylcyclohex-1-enyl)phenol (1.7 g, 7.4 mmol) produced in Example (102a) in methanol (30 mL) was added 10% palladium on carbon (0.5 g, wet), followed by stirring for 27 hours at room temperature and atmospheric pressure under a hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give 1.7 g of a crude product of the title compound as a light yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-653bd716fee64be28ebbcf02e6bb5d34
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Reaction notes

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