Chloroform → HCID 178519704, compound

HRID 547612Notes

Reaction equation

HRID 547612 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[CH:16]=[CH:15][C:14]([CH2:17][OH:18])=[CH:13][CH:12]=3)=[CH:9][C:4]=2[N:3]=[CH:2]1.C(Cl)(Cl)Cl>C(O)C.O=[Mn]=O>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[CH:16]=[CH:15][C:14]([CH:17]=[O:18])=[CH:13][CH:12]=3)=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 178519705HCID 178519705, compound

Product 1

HCID 178519704HCID 178519704, compoundYield 100.8%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 702EthanolSolvent

Procedure

[4-(1H-benzimidazol-5-yloxy)phenyl]methanol (1.26 g) was dissolved in 70 ml of ethanol and 70 ml of chloroform and heated with MnO2 (4.56 g, 52.5 mmol) in a 75 degrees Centigrade oil bath for 14 hrs. An additional 1 g of MNO2 was added and the reaction continued heating for 3 hours. The reaction mixture was filtered through celite and concentrated under reduced pressure to afford 1.26 g of 4-(1H-benzimidazol-5-yloxy)benzaldehyde.

Workup

  1. additionAn additional 1 g of MNO2 was added
  2. temperaturethe reaction continued heating for 3 hours
  3. filtrationThe reaction mixture was filtered through celite and
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a4533a4917d24e9fb7cde897691b288d
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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