Aniline → 1H-Indole, 2-methyl-3-(1-methylethyl)-

HRID 1646404Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]([C:12]([CH3:14])=O)[CH:9]([CH3:11])[CH3:10]>>[CH:9]([C:8]1[C:7]2[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:1][C:12]=1[CH3:14])([CH3:11])[CH3:10]

Participants

Reactant 2

HCID 6115Aniline

HCID 7909Methyl Isobutyl Ketone

Product 1

HCID 105833571H-Indole, 2-methyl-3-(1-methylethyl)-Yield 86%

Procedure

Aniline was reacted with methyl isobutyl ketone in the same way as in Example 3. 3-Isopropyl-2-methylindole was formed in a yield of 86% of the theoretical yield.

Sources & evidence

ORD record: ord-9d5b5bd534a44629b7f4b432f89e1e40
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05179211

Reaction notes

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