(1-methyl-1H-benzo[d]imidazol-5-yl)methanol → 1-methyl-1H-1,3-benzodiazole-5-carbaldehyde

HRID 348526Notes

Reaction equation

HRID 348526 reaction equation
[OH:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]([CH3:10])[CH:8]=[N:9][C:5]=2[CH:4]=1>CC(C)=O.O=[Mn]=O>[CH3:10][N:7]1[C:6]2[CH:11]=[CH:12][C:3]([CH:2]=[O:1])=[CH:4][C:5]=2[N:9]=[CH:8]1

Participants

4

Reactant 1

HCID 14518388(1-methyl-1H-benzo[d]imidazol-5-yl)methanol

Product 1

HCID 179044971-methyl-1H-1,3-benzodiazole-5-carbaldehydeYield 98.3%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent

Procedure

A solution of 5-hydroxymethyl-1-methylbenzimidazole (0.8 g, 4 mmol) in acetone (40 mL) was treated with MnO2 (4 g) and the mixture was stirred for 3 days. The solid was filtered off and the solvent removed under reduced pressure to give 0.63 g of product.

Workup

  1. filtrationThe solid was filtered off
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-9d49901caf964372b699c655bec9b8db
Source dataset
uspto-grants-2007_02
Patent number
US07176322B2

Reaction notes

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