HCID 21220912, compound → 5-Bromo-1-benzofuran-7-carbaldehyde

HRID 1584772Notes

Reaction equation

HRID 1584772 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][OH:12])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1>O1CCOCC1.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[O:12])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1

Participants

4

Reactant 1

HCID 21220912HCID 21220912, compound

Product 1

HCID 212208405-Bromo-1-benzofuran-7-carbaldehydeYield 95.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of (5-bromo-benzofuran-7-yl)-methanol (327 mg) in 1,4-dioxan (20 ml ) was treated with manganese dioxide (371 mg) and heated at reflux for 2 h. The reaction mixture was filtered, the cake was washed with chloroform (30 ml) and the combined filtrates were evaporated in vacuo to give the title compound as an orange solid (309 mg).

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. filtrationThe reaction mixture was filtered
  4. washthe cake was washed with chloroform (30 ml)
  5. customthe combined filtrates were evaporated in vacuo

Sources & evidence

ORD record
ord-b71084edc9be49c39e9a63a34c646de4
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

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