1-(p-Tolyl)-4-(p-nitrobenzyl)piperazine → 1-(p-Tolyl)-4-[(4-aminophenyl)methyl]piperazine

HRID 1390978Notes

Reaction equation

HRID 1390978 reaction equation
[C:1]1([CH3:23])[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=3)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1>[Cl-].[Cl-].[Cl-].[Ti+3]>[C:1]1([CH3:23])[CH:2]=[CH:3][C:4]([N:7]2[CH2:8][CH2:9][N:10]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=3)[CH2:11][CH2:12]2)=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 213318671-(p-Tolyl)-4-(p-nitrobenzyl)piperazine

Product 1

HCID 213318441-(p-Tolyl)-4-[(4-aminophenyl)methyl]piperazine

Reagents, catalysts & solvents 1

HCID 10313229titanium(III) trichlorideCatalyst

Procedure

In the manner given in Example 1B, 1-(p-tolyl)-4-(p-nitrobenzyl)piperazine is reduced with aqueous titanium trichloride to give 1-(p-tolyl)-4-[(4-aminophenyl)methyl]piperazine.

Sources & evidence

ORD record
ord-12c744327bfa4ef58e90a3eb4147532f
Source dataset
uspto-grants-1979_02
Patent number
US04140775

Reaction notes

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