p-Toluidine → 3H-Indole, 2,3,3,5-tetramethyl-

HRID 1646406Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[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:2](=[CH:3][CH:4]=[C:5]([CH3:8])[CH:6]=2)[N:1]=1

Participants

Reactant 2

HCID 7813p-Toluidine

HCID 112513-Methyl-2-butanone

Product 1

HCID 1176933H-Indole, 2,3,3,5-tetramethyl-Yield 87%

Procedure

p-Toluidine was reacted with methyl isopropyl ketone in the same way as in Example 3. 2,3,3,5-Tetramethyl-3-H-indole was formed in a yield of 87% of the theoretical yield.

Sources & evidence

ORD record: ord-ea29e89ed2624bb29e83ff94ce698a23
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05179211

Reaction notes

Loading…