Aniline → 7-Methylindole

HRID 1632543Notes

Reaction equation

HRID 1632543 reaction equation
N[C:2]1C=CC=C[CH:3]=1.[NH2:8][C:9]1[C:10]([CH3:15])=[CH:11][CH:12]=[CH:13][CH:14]=1.[CH3:16][O:17][C:18]1[C:19]([NH2:24])=[CH:20][CH:21]=[CH:22][CH:23]=1>>[CH3:15][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:9]=1[NH:8][CH:3]=[CH:2]2.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:19]=1[NH:24][CH:3]=[CH:2]2

Participants

5

Reactant 3

HCID 6115AnilineHCID 70002-MethoxyanilineHCID 7242O-Toluidine

Product 2

HCID 702757-MethylindoleHCID 766607-Methoxy-1H-indole

Procedure

Reaction was carried out in the same manner as described in Example 1, except that the aniline was replaced by o-toluidine or o-anisidine. As a result, 7-methylindole and 7-methoxyindole were obtained in 32% and 26% yields, respectively.

Workup

  1. customReaction

Sources & evidence

ORD record
ord-5dadd67641724a3285c0c986a46a2ad9
Source dataset
uspto-grants-1984_10
Patent number
US04476310

Reaction notes

Loading…