Nitric Acid → 1-Chloro-4,5-difluoro-2-nitrobenzene

To a flask was added 4-chloro-1,2-difluorobenzene (8.97 g, 60.4 mmol), followed by adding 98% con. H2SO4(16.1 mL, 302 mmol) and 65% con. HNO3 (5.0 mL, 66.4 mmol) at 0° C. The mixture was stirred at rt for 5 hours, then poured into ice water (500 mL). The resulted mixture was extracted with ethyl acetate (200 mL×3). The combined organic phase were washed with saturated aqueous NaHCO3 solution (200 mL×2) and brine (200 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to give the title compound as yellow liquid (11.31 g, 96.7%).

1. additionby adding 98% con
2. customat 0° C
3. extractionThe resulted mixture was extracted with ethyl acetate (200 mL×3)
4. washThe combined organic phase were washed with saturated aqueous NaHCO3 solution (200 mL×2) and brine (200 mL)
5. dry with materialdried over anhydrous Na2SO4
6. concentrationconcentrated in vacuo

ORD record

ord-94f1f6f9f2cc443ea1bc64a9db2feb80

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08975282B2