[5-(5-Methyl-tetrazol-1-yl)-benzofuran-7-yl]-methanol → 5-(5-Methyl-tetrazol-1-yl)-benzofuran-7-carbaldehyde

HRID 1584778Notes

Reaction equation

HRID 1584778 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH2:16][OH:17])[C:10]3[O:14][CH:13]=[CH:12][C:11]=3[CH:15]=2)[N:5]=[N:4][N:3]=1>O1CCOCC1.[O-2].[Mn+4].[O-2]>[CH3:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH:16]=[O:17])[C:10]3[O:14][CH:13]=[CH:12][C:11]=3[CH:15]=2)[N:5]=[N:4][N:3]=1

Participants

4

Reactant 1

HCID 21220940[5-(5-Methyl-tetrazol-1-yl)-benzofuran-7-yl]-methanol

Product 1

HCID 154285635-(5-Methyl-tetrazol-1-yl)-benzofuran-7-carbaldehydeYield 62.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 312751,4-DioxaneSolvent

Procedure

[5-(5-Methyl-tetrazol-1-yl)-benzofuran-7-yl]-methanol (124 mg,) and manganese (IV) oxide (140 mg) in 1,4-dioxan (5 ml) was heated at reflux for 18 h. A further portion of manganese (IV) oxide (210 mg) was added and heating continued for 2 h. The reaction mixture was filtered through a plug of Hyflo, the pad was washed with chloroform (20 ml) and the filtrate was evaporated in vacuo to give the title compound as a white powder (77 mg).

Workup

  1. temperatureat reflux for 18 h
  2. temperatureheating
  3. filtrationThe reaction mixture was filtered through a plug of Hyflo
  4. washthe pad was washed with chloroform (20 ml)
  5. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-1f55e2fcb8ed47f98eaf9805f1bc1969
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

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