(E)-1-Chloro-3-(2-(4-nitrophenyl)ethenyl)benzene → 4-[2-(3-Chloro-phenyl)-ethyl]-phenylamine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[CH:3]=1>[Pt]>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)[CH:5]=[CH:6][CH:7]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
In an analogous manner to that described in Example 36b), the hydrogenation of (E)-1-chloro-3-[2-(4-nitrophenyl)ethenyl]-benzene using platinum on carbon (5%) as the catalyst but with a reaction time of 18 hours and simultaneous reduction of the double bond yields the 4-[2-(3-chloro-phenyl)-ethyl]-phenylamine as a dark brown oil; MS: m/e=232 (M+H)+.
Sources & evidence
- ORD record
- ord-59d67dd2f7684b84b9bf787229d76498
- Source dataset
- uspto-grants-2006_05
- Patent number
- US07037935B2
Reaction notes
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