Hydrochloric Acid → 2,3-Dichloro-4,5-difluoro-1-nitrobenzene

To a mixture of anhydrous cupric chloride (2.2 g) and 2-chloro-3,4-difluoro-6-nitroaniline (2.63 g) in anhydrous acetonitrile (20 ml) was added t-butylnitrite (2.0 g) dropwise at 46° to 55° C. during 9 minutes. After stirring for 13 minutes at the same temperature, the reaction mixture was poured into chilled 10 diluted hydrochloric acid (20 ml) and extracted with benzene. The organic layer was washed with diluted hydrochloric acid and with water successivly, dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by silica gel chromatography eluting with dichloromethane-n-hexane (1:5) to give the title compound (2.47 g), as yellow oil.

1. additionthe reaction mixture was poured
2. extractionextracted with benzene
3. washThe organic layer was washed with diluted hydrochloric acid and with water successivly
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe resulting residue was purified by silica gel chromatography
7. washeluting with dichloromethane-n-hexane (1:5)

ORD record

ord-6b047327f46348e5917d98e02bb2ad91

Source dataset

uspto-grants-1988_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04788320