HCID 14003990, compound → N-Methylcarbazole

HRID 1674449Notes

Reaction equation

HRID 1674449 reaction equation
[CH3:1][N:2]1[CH:14]2[CH:9]([CH2:10][CH2:11][CH2:12][CH2:13]2)[CH:8]2[CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7]2>[Pd]>[CH3:1][N:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[C:9]2[C:14]1=[CH:13][CH:12]=[CH:11][CH:10]=2

Participants

3

Reactant 1

HCID 14003990HCID 14003990, compound

Product 1

HCID 15142N-Methylcarbazole

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Perhydro-N-methylcarbazole is catalytically dehydrogenated over a supported Pd or Pt catalyst to provide H2 and N-methylcarbazole (FIG. 6). Sequentially, the N-methyl group is oxidized with air using a copper halide catalyst to yield the N-formyl compound Ill. Because of the very high heat of this oxidative transformation, only an approximately 20% conversion of (II) to (III) should be necessary to provide for the heat of dehydrogenation.

Sources & evidence

ORD record
ord-1055b4993b3c411eaa4ed0a73cbeb925
Source dataset
uspto-grants-2011_08
Patent number
US08003073B2

Reaction notes

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