HCID 21182006, compound → HCID 21182005, compound
Reaction equation
[CH3:1][C:2]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:3]=1[O:4][CH2:5][CH2:6][N:7]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)[CH3:8]>C(O)(C)C.[Pd]>[CH3:1][C:2]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:3]=1[O:4][CH2:5][CH2:6][N:7]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1)[CH3:8]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution containing 0.40 g (1.23 mmol) of N-[2-(2,6-dimethylphenoxy)ethyl]-N-methyl-2-(4-nitrophenyl)ethylamine (Example 2) in 7 ml of isopropanol is added to a suspension of 0.1 g of 10% palladium-on-carbon catalyst in 7 ml of isopropanol. The suspension is hydrogenated under atmospheric pressure. After completion of the reaction, the catalyst is filtered and washed with isopropanol. The filtrate is evaporated to constant weight under reduced pressure to obtain 0.37 g of the oily base (76%), Rf=0.35 (ethyl acetate/methanol=9:1).