Methanol → 4-(2-Methoxyethyl)phenol

HRID 893430

Reaction equation

HRID 893430 reaction equation
CO[C:3](OC)([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[CH:4]=[O:5].[CH3:15]O.[H][H]>[Pd]>[CH3:15][O:5][CH2:4][CH2:3][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 197888474-Hydroxyphenylglyoxal dimethyl acetalHCID 178418361HCID 178418361, compound

Product 1

HCID 925164-(2-Methoxyethyl)phenolYield 59%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The procedure of Example 2 was repeated with a solution of 3.00 g (15.3 mmol) 4-hydroxyphenylglyoxal dimethyl acetal in 10 g methanol containing 0.16 g (4.4 mmol) hydrogen chloride and 0.15 g moist 10% Pd/C catalyst being reacted with hydrogen gas pressurized at 300 psig at 50° C. 300 rpm. A 59% yield of 4-(2'-methoxyethyl)phenol was obtained.

Workup

  1. custompressurized at 300 psig at 50° C

Sources & evidence

ORD record
ord-c8d27b60dd4f4624ba1f8e4193a867b2
Source dataset
uspto-grants-1992_06
Patent number
US05124489

Linked notes

Loading…