Sodium Hydroxide → HCID 19779367, compound

Temperature

22 °C

5-Chloro-4-fluoro-3-nitro-trifluoromethylbenzene (50g) was added to a cooled (5° C.) solution of stannous chloride (140g) in concentrated aqueous hydrochloric acid (187ml). After stirring for several hours at the ambient temperature (about 22° C.), the reaction mixture was stood overnight. After basification by the addition of sodium hydroxide, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, dried, and the solvent removed by evaporation under reduced pressure. The residual yellow oil was kugelrohr distilled under reduced pressure to give 3-amino-5-chloro-4-fluoro-trifluoromethylbenzene (32g): boiling point 105° C./11 mm Hg;

1. extractionthe reaction mixture was extracted with ethyl acetate
2. washThe organic layer was washed with water
3. customdried
4. customthe solvent removed by evaporation under reduced pressure
5. distillationThe residual yellow oil was kugelrohr distilled under reduced pressure

ORD record

ord-7347b290abf94bfab7e7648098413c36

Source dataset

uspto-grants-1992_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05109004