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

HRID 2233183Notes

Reaction equation

HRID 2233183 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>ClCCl.[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 dichloromethane (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-fc29c47836684a35af83a74b4742920e
Source dataset
uspto-grants-2010_05
Patent number
US07709483B2

Reaction notes

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