Chloroform → HCID 10749732, compound

HRID 376280Notes

Reaction equation

HRID 376280 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][CH:7]=1.C(Cl)(Cl)Cl>[O-2].[O-2].[Mn+4].O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:11]=[C:10]([CH:12]=[O:13])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 10702393HCID 10702393, compound

Product 1

HCID 10749732HCID 10749732, compoundYield 73.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 962WaterSolvent

Procedure

8 g of manganese dioxide are added to a solution of 2 g of (6-furan-2-yl-pyridin-2-yl)methanol (11.4 mmol) and 50 ml of chloroform. The reaction mixture is heated under reflux for 1 hour 30 minutes with removal of the water formed continuously. The solid in suspension is removed by filtration on celite and then the solvent is evaporated off. The title product is isolated by chromatography on a silica column (eluent: chloroform). 1.45 g of a yellow solid are recovered.

Workup

  1. temperatureThe reaction mixture is heated
  2. customformed continuously
  3. customThe solid in suspension is removed by filtration on celite
  4. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-7c8f117a92bb4324bffa7ffde03e38cb
Source dataset
uspto-grants-2000_02
Patent number
US06020345

Reaction notes

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