4-Chloroaniline → 3H-Indole, 5-chloro-2,3,3-trimethyl-

HRID 1646407Notes

Reaction equation

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

Participants

Reactant 2

HCID 78124-Chloroaniline

HCID 112513-Methyl-2-butanone

Product 1

HCID 1176943H-Indole, 5-chloro-2,3,3-trimethyl-Yield 86%

Procedure

p-Chloroaniline was reacted with methyl isopropyl ketone in the same way as in Example 3. 2,3,3-Trimethyl-5-chloro-3-H-indole was formed in a yield of 86% of the theoretical yield.

Sources & evidence

ORD record: ord-5ab9ed8d82564f03b4ded853efeaced8
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05179211

Reaction notes

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