2-Butyl-5-hydroxymethylimidazole → 2-Butyl-5-formylimidazole

HRID 1492759

Reaction equation

HRID 1492759 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]([CH2:10][OH:11])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]>ClCCl.O1CCOCC1.[O-2].[O-2].[Mn+4]>[CH2:1]([C:5]1[NH:6][C:7]([CH:10]=[O:11])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 1

HCID 27356732-Butyl-5-hydroxymethylimidazole

Product 1

HCID 27356712-Butyl-5-formylimidazoleYield 84.8%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a suspension of 2-butyl-1H-imidazole-5-methanol (2.02 g) in dry dichloromethane (40 ml) and dry dioxan (60 ml) was added manganese dioxide (7.05 g). The reaction mixture was heated at reflux for 3.5 h before being filtered, and the filtrate concentrated in vacuo to give the title compound as a white solid (1.69 g).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3.5 h
  3. filtrationbefore being filtered
  4. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-6438c970a50e43988334c66cb57dc0f9
Source dataset
uspto-grants-1994_12
Patent number
US05374646

Linked notes

Loading…