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-19db0b9f661f468a9a86fef8aa9b30dd

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08569378B2