Ethanol → 4-(4-Methoxyphenyl)phenethyl alcohol

HRID 1457494Notes

Reaction equation

HRID 1457494 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17]CC3C=CC=CC=3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C(O)C.[H][H]>[Pd].O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][OH:17])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 539553012-{4-(4-Methoxyphenyl) phenyl}ethylbenzyletherHCID 178418361HCID 178418361, compound

Product 1

HCID 27597044-(4-Methoxyphenyl)phenethyl alcoholYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

2,59 g (7.85 mol) of 2-{4-(4-methoxyphenyl) phenyl}ethylbenzylether, 0.4 g of 5% palladium activated carbon, 70 ml of ethanol and 6 ml of dioxane were injected and stirred at room temperature for 7 hours under presence of hydrogen. After the reactions had been completed, the catalyst was removed by tuck filtration and the solvent was removed by filtration so that 1.64 g of 2-{4-(4-methoxyphenyl) phenyl}ethanol was obtained (yield 92%).

Workup

  1. customthe catalyst was removed by tuck filtration
  2. customthe solvent was removed by filtration so that 1.64 g of 2-{4-(4-methoxyphenyl) phenyl}ethanol
  3. customwas obtained (yield 92%)

Sources & evidence

ORD record
ord-c15176df31134fd98a711e5d8363c520
Source dataset
uspto-grants-1998_12
Patent number
US05849217

Reaction notes

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