2,3-dihydro-1H-indol-7-yl(phenyl)methanone → (1H-Indol-7-yl)(phenyl)methanone

HRID 27358Notes

Reaction equation

HRID 27358 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][CH2:15][CH2:14]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].C(Cl)Cl>[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][CH:15]=[CH:14]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 27418922,3-dihydro-1H-indol-7-yl(phenyl)methanone

Product 1

HCID 10878711(1H-Indol-7-yl)(phenyl)methanone

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A reaction vessel is charged with 2.23 liters of methylene chloride to which is added one mole of the 7-benzoylindoline obtained in Example 1. To this mixture is added 3.0 moles of activated manganese dioxide. This reaction mixture is agitated and heated at reflux for 24 hours to produce 7-benzoylindole. The produce is then filtered through a filter that will retain the manganese dioxide. The reaction vessel is rinsed with 0.2 liter of hot methylene chloride and the filter cake washed with this rinse. The 7-benzoylindole product obtained has a melting point of 100°-104.5° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 24 hours

Sources & evidence

ORD record
ord-39e855c8a0ec480799bc3e8abbf8c766
Source dataset
uspto-grants-1980_09
Patent number
US04221716

Reaction notes

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