Methanol → HCID 178418251, compound

HRID 2254602Notes

Reaction equation

HRID 2254602 reaction equation
[CH2:1]([C:5]1[NH:6][C:7](O)=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].[CH3:12][OH:13]>O=[Mn]=O>[CH2:1]([C:5]1[NH:6][C:7]([CH:12]=[O:13])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 887MethanolHCID 178441715HCID 178441715, compound

Product 1

HCID 178418251HCID 178418251, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

To a solution of 2-butyl-4-chloro-5-hydroxyimdazole (5.0 g, 26,5 mMol) in methanol (300 ml) were added MnO2 (57.6 g, 0.663 mol) and 3A° powdered molecular sieves (oven dried in vacuo) (4.5 g), and the mixture was stirred at room temperature for 20 h. The reaction was filtered through a pad of celite. The filterate was evaporated in vacuo to give the pure desired aldehyde (purity checked on TIC using EtOAc-Hexane 1:3) in quantitative yield (4.9 g, white solid). This material was used directly in the subsequent steps as described below.

Workup

  1. filtrationThe reaction was filtered through a pad of celite
  2. customThe filterate was evaporated in vacuo

Sources & evidence

ORD record
ord-7705e1e9e77549b6962f7261d846f898
Source dataset
uspto-grants-1993_08
Patent number
US05236928

Reaction notes

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