HCID 86737151, compound → HCID 20271788, compound

HRID 1856240Notes

Reaction equation

HRID 1856240 reaction equation
[Br-:1].[CH2:2]([N:4]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:7][NH+:6](CC2C=CC=CC=2)[CH2:5]1)[CH3:3].[H][H]>[Pd].C(O)C>[BrH:1].[CH2:2]([N:4]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:7][N:6]=[CH:5]1)[CH3:3]

Participants

5

Reactant 2

HCID 86737151HCID 86737151, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20271788HCID 20271788, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 7 parts of 3-ethyl-4-(4-hydroxyphenyl)-1-(phenylmethyl)-1H-imidazolium bromide and 120 parts of ethanol is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The oily residue solidifies on scratching in 2-propanone. The product is filtered off and dried, yielding 5 parts of 4-(1-ethyl-1H-imidazol-5-yl)phenol monohydrobromide.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. filtrationThe product is filtered off
  4. customdried

Sources & evidence

ORD record
ord-75a7fdb7e06d420489708e3cb675127a
Source dataset
uspto-grants-1980_08
Patent number
US04218458

Reaction notes

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