Aniline → Indole
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N(CCO)[CH2:9][CH2:10]O>>[NH:1]1[C:2]2[C:7](=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=[CH:9]1Participants
3
Reactant 2
Product 1
Procedure
Reaction was carried out in the same manner as described in Example 1 except that granular activated carbon was used in place of the Pd-C catalyst, 6.1 g (0.1 mole) of monoethanolamine or 9.3 g (0.1 mole) of diethanolamine was used as the ethanolamine, and the reaction temperature was raised to 400° C. When monoethanolamine was used, 2.7 g of indole was obtained in a 23.5% yield based on the aniline. Similarly, when diethanolamine was used, 2.9 g of indole was obtained in a 24.5% yield based on the aniline.
Sources & evidence
- ORD record
- ord-7e4039a3b1b6416fab2d7f868c1cf3ab
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04376205
Reaction notes
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