alpha-Methyl-2-furanethanol → 2-Propanone, 1-(2-furanyl)-

HRID 900438Notes

Reaction equation

HRID 900438 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH:7]([OH:9])[CH3:8].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7](=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 10855456alpha-Methyl-2-furanethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 2285832-Propanone, 1-(2-furanyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(2-furyl)-propan-2-ol (3.25 g) in dichloromethane (200 ml) was added in one portion pyridinium chlorochromate (13.0 g). The resulting mixture was stirred at room temperature for 5 h and then filtered through a small bed of silica. The organics were evaporated to give the crude product which was used without further purification (3.53 g).

Workup

  1. filtrationfiltered through a small bed of silica
  2. customThe organics were evaporated

Sources & evidence

ORD record
ord-4683adfa5749461e8b7a09aaf60e18b8
Source dataset
uspto-grants-2008_04
Patent number
US07358376B2

Reaction notes

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