2,3-Dihydrofuro[2,3-c]pyridin-5-ylmethanol → 2,3-Dihydrofuro[2,3-c]pyridine-5-carbaldehyde

HRID 656969Notes

Reaction equation

HRID 656969 reaction equation
[O:1]1[C:5]2=[CH:6][N:7]=[C:8]([CH2:10][OH:11])[CH:9]=[C:4]2[CH2:3][CH2:2]1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[O:1]1[C:5]2=[CH:6][N:7]=[C:8]([CH:10]=[O:11])[CH:9]=[C:4]2[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 574231212,3-Dihydrofuro[2,3-c]pyridin-5-ylmethanol

Product 1

HCID 574231162,3-Dihydrofuro[2,3-c]pyridine-5-carbaldehydeYield 70%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

2,3-Dihydrofuro[2,3-c]pyridin-5-ylmethanol (1.31 g, 8.7 mmol) was dissolved in DCM (100 ml), treated with manganese (IV) dioxide (6 g, 69 mmol) and heated under reflux for 18 h. Filtration through kieselguhr and evaporation of the filtrate to dryness gave an oil (0.9 g, 70%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 18 h
  3. filtrationFiltration
  4. customthrough kieselguhr and evaporation of the filtrate to dryness

Sources & evidence

ORD record
ord-204f64b952994cb287df8dd77a7e986a
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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