4-[1-(1-Imidazolyl)-butyl]-benzyl alcohol → 4-[1-(1-Imidazolyl)butyl]-benzaldehyde

HRID 727847Notes

Reaction equation

HRID 727847 reaction equation
[N:1]1([CH:6]([C:10]2[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[N:1]1([CH:6]([C:10]2[CH:11]=[CH:12][C:13]([CH:14]=[O:15])=[CH:16][CH:17]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 145143764-[1-(1-Imidazolyl)-butyl]-benzyl alcohol

Product 1

HCID 145143774-[1-(1-Imidazolyl)butyl]-benzaldehydeYield 80.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

0.1 g of the substituted benzyl alcohol of example 5 is dissolved in 10 ml of methylene chloride, mixed with 0.15 g of manganese dioxide and refluxed for 6 hours. After cooling, the reaction mixture is filtered on silica gel and concentrated by evaporation in a vacuum. The residue is distilled on a bulb tube, boiling point 200° C./0.03 mbar. 0.08 g of 4-[1-(1-imidazolyl)-butyl]-benzaldehyde is obtained.

Workup

  1. temperaturerefluxed for 6 hours
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture is filtered on silica gel
  4. concentrationconcentrated by evaporation in a vacuum
  5. distillationThe residue is distilled on a bulb tube

Sources & evidence

ORD record
ord-15a59286f6094a48a8f32564d4e20d7c
Source dataset
uspto-grants-1991_09
Patent number
US05045558

Reaction notes

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