HCID 19097122, compound → 2,5-Di-(2-acetoxyethoxy)aniline
Reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:20])[CH3:19])=[CH:10][C:9]=1[N+:21]([O-])=O)(=[O:3])[CH3:2]>[Pd].CO>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:20])[CH3:19])=[CH:10][C:9]=1[NH2:21])(=[O:3])[CH3:2]Participants
4
Reagents, catalysts & solvents 2
Procedure
A mixture of 2,5-bis(acetoxyethyloxy)nitrobenzene (7.5 g; 0.023 moles), methanol (200 ml) and 1% palladium on charcoal catalyst (1.0 g) was hydrogenated at room temperature and 10 atmospheres pressure for 20 hours. The reaction mixture was filtered and the residue was washed with methanol and water. The filtrate was evaporated to dryness to leave a solid residue which was used without further purification (6.24 g) m.p. 67.5°-69.5° C.