HCID 12833669, compound → HCID 12833670, compound

HRID 1446840Notes

Reaction equation

HRID 1446840 reaction equation
CS[C:3]1[N:4]([CH2:15][CH2:16][CH3:17])[C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:6][N:7]=1>[Ni].C(O)C>[CH2:15]([N:4]1[C:5]([C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=2)=[CH:6][N:7]=[CH:3]1)[CH2:16][CH3:17]

Participants

4

Reactant 1

HCID 12833669HCID 12833669, compound

Product 1

HCID 12833670HCID 12833670, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of 12 parts of 4-[2-(methylthio)-1-propyl-1H-imidazol-5-yl]phenol, 10 parts of Raney-nickel catalyst and 80 parts of ethanol is stirred and refluxed for 2 hours. The Raney-nickel is filtered off and the filtrate is stirred and refluxed for 2 hours with another 10 parts of Raney-nickel catalyst. The Raney-nickel catalyst is filtered off and the filtrate is evaporated, yielding 5.5 parts (61%) of 4-(1-propyl-1H-imidazol-5-yl)phenol; mp. 160° C.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationThe Raney-nickel is filtered off
  3. stirringthe filtrate is stirred
  4. temperaturerefluxed for 2 hours with another 10 parts of Raney-nickel catalyst
  5. filtrationThe Raney-nickel catalyst is filtered off
  6. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-5b2b7c8c2d834719b6ddf14f03287529
Source dataset
uspto-grants-1982_02
Patent number
US04313953

Reaction notes

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