HCID 13037820, compound → HCID 20449862, compound

HRID 1758104Notes

Reaction equation

HRID 1758104 reaction equation
[OH:1][CH:2]1[CH:6]([CH2:7][C:8]#[CH:9])[C:5](=[O:10])[CH:4]=[CH:3]1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[O:1]=[C:2]1[CH:6]([CH2:7][C:8]#[CH:9])[C:5](=[O:10])[CH:4]=[CH:3]1

Participants

4

Reactant 1

HCID 13037820HCID 13037820, compound

Product 1

HCID 20449862HCID 20449862, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Into 200 ml of chloroform, was dissolved 4.0 g of 4-hydroxy-5-propargyl-2-cyclopentenone. To the solution, was added 25 g of activated manganese dioxide and the mixture was stirred at room temperature for 4 hours. The reaction mixture was filtered and the residue on the filter was washed thoroughly with chloroform. The filtrate together with the washings was concentrated to obtain 3.6 g (91% yield) of 4-keto-5-propargyl-2-cyclopentenone, pale yellow in color.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe residue on the filter was washed thoroughly with chloroform
  3. concentrationThe filtrate together with the washings was concentrated

Sources & evidence

ORD record
ord-3d41cc5c19c141aeb666f31131e43c25
Source dataset
uspto-grants-1983_02
Patent number
US04371711

Reaction notes

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