Ammonium Hydroxide → 4-(1-Ethyl-1H-imidazol-4-yl)phenol

HRID 1856236Notes

Reaction equation

HRID 1856236 reaction equation
[OH-].[NH4+].[CH2:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[N:7]=[C:6]1S)[CH3:4]>[Ni].C(O)C>[CH2:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[N:7]=[CH:6]1)[CH3:4]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 178462493HCID 178462493, compound

Product 1

HCID 128336854-(1-Ethyl-1H-imidazol-4-yl)phenol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To a stirred mixture of 10 parts of Raney-nickel catalyst and 96 parts of ethanol are added successively 9 parts of ammonium hydroxide and 9 parts of 4-(1-ethyl-2-mercapto-1H-imidazol-4-yl)phenol. Stirring is continued for 2 hours at reflux temperature. The reaction mixture is filtered and the filtrate is evaporated. The precipitated product is filtered off, washed with a small amount of a mixture of 2,2'-oxybispropane and ethanol, and dried, yielding 6.7 parts of 4-(1-ethyl-1H-imidazol-4-yl)phenol.

Workup

  1. temperatureat reflux temperature
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate is evaporated
  4. filtrationThe precipitated product is filtered off
  5. washwashed with a small amount of a mixture of 2,2'-oxybispropane and ethanol
  6. customdried

Sources & evidence

ORD record
ord-533a5e83633146df92211babf0439afd
Source dataset
uspto-grants-1980_08
Patent number
US04218458

Reaction notes

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