Acetic Acid → HCID 67002033, compound

HRID 746086Notes

Reaction equation

HRID 746086 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.CO.[CH3:8][CH2:9][OH:10].[C:11](O)(=O)[CH3:12]>[Pd].[Pt]=O>[C:9]1([OH:10])[CH:5]=[CH:4][CH:12]=[CH:11][CH:8]=1.[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 795ImidazoleHCID 887Methanol

Product 1

HCID 67002033HCID 67002033, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 82844Platinum oxide (PtO)Catalyst

Procedure

As shown in Method E, imidazole 10 (R8 =CH3) is treated with any ether cleaving reagent such as 48% HBr in acetic acid, pyridine-HCl, AlCl3 /C6H6, and BBr3 /CH2Cl2 at 0° to the reflux temperature of the solvent for about 1-24 hours to obtain imidazole phenol 11 (X=CH2). Imidazole 10 (R8 =CH2C6H5) is treated with a suitable solvent such as an alcohol (CH3OH, EtOH, and the like) or acetic acid at ambient temperature for a period of about 15 minutes to about 15 hours in the presence of a suitable catalyst such as 10% Pd on carbon, platinum oxide, and the like, at a pressure of up to about 60 psi to afford imidazole 11 (X=CH2 or X=O when m and n are >1). ##STR16##

Sources & evidence

ORD record
ord-03fe9124cfd34e25b3f830a29241163f
Source dataset
uspto-grants-1986_07
Patent number
US04602093

Reaction notes

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