Hydrazine hydrate (1:1) → Indole, 3-(2-amino-2-methylpropyl)-5-bromo-
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][C:12]([CH3:17])([N+:14]([O-])=O)[CH3:13].O.NN>[Ni+2]>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][C:12]([CH3:17])([CH3:13])[NH2:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Bromo-3-(2-methyl-2-nitropropyl)indole, 5.9 g. was reduced with Raney nichel and hydrazine hydrate according to the method of Procedure 67D. The crude product was purified by dissolving in 200 ml. of dilute hydrochloric acid, treatment with activated charcoal, filtering, and basification of the filtrate with 10% aqueous sodium hydroxide. Yield 3.8 g. of white powder, m.p. 150°-155° C.
Workup
- customThe crude product was purified
- dissolutionby dissolving in 200 ml
- filtrationof dilute hydrochloric acid, treatment with activated charcoal, filtering
Sources & evidence
- ORD record
- ord-1e15576f9e24402ea73d6f066ceafe14
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04234595
Reaction notes
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