4-Bromo-2-fluoro-1-nitrobenzene → 5-Bromo-2-nitroanisole

To a solution of 4-bromo-2-fluoro-1-nitro-benzene (2.0 g, 9.09 mmol) in methanol (50 ml) was added sodium methanolate (30% in methanol) (1.64 g, 9.09 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the residue was dissolved in water (30 ml) and extracted twice with ethyl acetate. The combined organic phases were washed with water. The organic phase was separated, dried over magnesium sulfate, filtered, and evaporated to dryness to yield a crystalline solid (2.1 g, 99%).

1. concentrationThe reaction mixture was concentrated
2. dissolutionthe residue was dissolved in water (30 ml)
3. extractionextracted twice with ethyl acetate
4. washThe combined organic phases were washed with water
5. customThe organic phase was separated
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. customevaporated to dryness

ORD record

ord-c3deac0696cb47888106782696086c00

Source dataset

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08470810B2