6-Iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-ylmethanol → 6-Iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cycloheptene-1-carboxaldehyde

HRID 132996Notes

Reaction equation

HRID 132996 reaction equation
[I:1][C:2]1[C:7]2[C:8](=[O:19])[C:9]3[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][OH:18])[C:10]=3[CH2:11][CH2:12][C:6]=2[CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4]>[I:1][C:2]1[C:7]2[C:8](=[O:19])[C:9]3[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]=[O:18])[C:10]=3[CH2:11][CH2:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 586468506-Iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-ylmethanol2×

Product 1

HCID 586468486-Iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cycloheptene-1-carboxaldehyde

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

150 mg of the mixture of 6-iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-ylmethanol and 4-iodo form prepared in Example 6-a was oxidized by the procedure of Example 1-f using manganese dioxide, to give 120 mg of a mixture of the title compound with a 4-iodo form as a colorless powder.

Sources & evidence

ORD record
ord-d2c854239151472094500a6ffb2a9e90
Source dataset
uspto-grants-2008_06
Patent number
US07390797B2

Reaction notes

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