HCID 22926256, compound → 2-(4-Cyclohexylphenoxy)ethan-1-ol

HRID 1985284Notes

Reaction equation

HRID 1985284 reaction equation
C([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:14][CH:13]=1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[OH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 22926256HCID 22926256, compound

Product 1

HCID 1601682-(4-Cyclohexylphenoxy)ethan-1-olYield 103%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

3.2 g of 1-[2-(Benzyloxy)ethoxy]-4-cyclohexylbenzene was dissolved in 100 ml of ethanol, and 300 mg of 20% palladium hydroxide was added, and the mixture was stirred at room temperature under hydrogen atmosphere for 25 hours. The catalyst was filtered off and washed with ethyl acetate. The filtrate was evaporated, and the residue was subjected to azeotropy with toluene (×2), to give 2.34 g of the title compound as a colorless solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethyl acetate
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-99b56ff6a4ee4e5cb07d1c063ba83575
Source dataset
uspto-grants-2009_06
Patent number
US07544835B2

Reaction notes

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