Hydrochloric Acid → 2-Fluoro-1-methyl-3-nitrobenzene

Temperature

140 °C

Cesium fluoride (97.5 g, 642 mmol) was added under nitrogen atmosphere to a solution of 2-chloro-1-methyl-3-nitrobenzene (73.4 g, 428 mmol) in DMSO (185 mL), and the mixture was stirred at 140° C. for 10 hours. The reaction mixture was then poured into 0.5N hydrochloric acid and extracted twice with ethyl acetate. The organic extract was washed with saturated saline and dried over magnesium sulfate. A crude product was obtained by vacuum concentration, and then purified by reduced-pressure distillation (boiling point: 118° C. to 122° C./15 mm Hg) to yield the title compound (54.4 g, 82%) as a yellow oil.

1. extractionextracted twice with ethyl acetate
2. extractionThe organic extract
3. washwas washed with saturated saline
4. dry with materialdried over magnesium sulfate
5. customA crude product was obtained by vacuum concentration
6. distillationpurified by reduced-pressure distillation (boiling point: 118° C. to 122° C./15 mm Hg)

ORD record

ord-1424603ee7ff4d78939e7b1cb838a911

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08278465B2