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

HRID 852064Notes

Reaction equation

HRID 852064 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.[H][H]>C(O)C.[OH-].[Pd+2].[OH-]>[CH:18]1([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH2:9][OH:8])=[CH:17][CH:16]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1

Participants

5

Reactant 2

HCID 22926256HCID 22926256, compoundHCID 178418361HCID 178418361, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

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

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethyl acetate
  3. customThe filtrate was evaporated
  4. customthe residue was azeotroped with toluene (×2)

Sources & evidence

ORD record
ord-12727218f9d241ac8d973702c8fefabc
Source dataset
uspto-grants-2007_08
Patent number
US07253178B2

Reaction notes

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