HCID 68598110, compound → 1,3-Dihydrofuro[3,4-c]pyridine-6-carboxaldehyde

HRID 1943166Notes

Reaction equation

HRID 1943166 reaction equation
[CH2:1]1[C:9]2[CH:8]=[C:7]([CH2:10][OH:11])[N:6]=[CH:5][C:4]=2[CH2:3][O:2]1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]1[C:9]2[CH:8]=[C:7]([CH:10]=[O:11])[N:6]=[CH:5][C:4]=2[CH2:3][O:2]1

Participants

4

Reactant 1

HCID 68598110HCID 68598110, compound

Product 1

HCID 866420971,3-Dihydrofuro[3,4-c]pyridine-6-carboxaldehydeYield 100%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1,3-dihydrofuro[3,4-c]pyridin-6-ylmethanol (66 mg, 0.437 mmol) in DCM (5 ml) at rt under argon was treated with manganese dioxide (380 mg, 4.37 mmol) and then stirred at rt for 2 h, filtered through a thin pad of Kieselguhr, eluting with DCM (40 ml) and methanol (10 ml), the organic extracts were evaporated to give the crude product as a brown oil (65 mg, 100%)

Workup

  1. filtrationfiltered through a thin pad of Kieselguhr
  2. washeluting with DCM (40 ml) and methanol (10 ml)
  3. customthe organic extracts were evaporated

Sources & evidence

ORD record
ord-0cb9b937154b488a8d412fdf17e4cf57
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

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