Hydrazine hydrate (1:1) → 5-METHOXY-alpha,alpha-DIMETHYL-1H-INDOL-3-YL-ETHANEAMINE

HRID 224892Notes

Reaction equation

HRID 224892 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][C:13]([CH3:18])([N+:15]([O-])=O)[CH3:14].O.NN>[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][C:13]([CH3:18])([CH3:14])[NH2:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 126196625-methoxy-3-(2,2-dimethyl-2-nitroethyl)-1H-indole

Product 1

HCID 126196645-METHOXY-alpha,alpha-DIMETHYL-1H-INDOL-3-YL-ETHANEAMINE

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The nitro compound produced in Procedure 69C was reduced with Raney nickel and hydrazine hydrate according to the method of Procedure 67D. The structure of the product was confirmed by examination of the NMR spectrum, m.p. 114°-116°, yield 25.8 g. from 31.3 g. of nitro compound.

Sources & evidence

ORD record
ord-7aa788432e954d24928aaf6ebc401217
Source dataset
uspto-grants-1980_11
Patent number
US04234595

Reaction notes

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