N-(4-methoxybutyl)-2-nitroaniline → N-(4-methoxybutyl)benzene-1,2-diamine

Temperature

25 °C

To a toluene solution (350 mL) of N-(4-methoxybutyl)-2-nitroaniline were added 10% Pd/C (K-type, 50% water-containing product, 10.0 g) and toluene (100 mL). The mixture was stirred at 20-30° C. for 3 hr under a hydrogen pressure (0.1 MPa). Under a nitrogen stream, the catalyst was filtered off and the residue was washed with toluene (100 mL). Water in the filtrate was removed by partitioning, magnesium sulfate (25.0 g) was added at 20-30° C., and the mixture was stirred at the same temperature for 30 min. Magnesium sulfate was filtered off and the residue was washed with toluene (100 mL) to give a toluene solution of N-(4-methoxybutyl)-o-phenylenediamine (yield 100%).

1. filtrationUnder a nitrogen stream, the catalyst was filtered off
2. washthe residue was washed with toluene (100 mL)
3. customWater in the filtrate was removed
4. customby partitioning
5. additionmagnesium sulfate (25.0 g) was added at 20-30° C.
6. stirringthe mixture was stirred at the same temperature for 30 min
7. filtrationMagnesium sulfate was filtered off
8. washthe residue was washed with toluene (100 mL)

ORD record

ord-050f5e7eac594006afd7054806abd2a7

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09018374B2