1-Bromo-3,5-difluorobenzene → 1-Bromo-3-fluoro-5-(methylsulfanyl)benzene

Temperature

150 °C

To a solution of 1-bromo-3,5-difluorobenzene (5.0 g, 25.9 mmol) in dimethylformamide (40 ml) was added sodiumthiomethylate (1.81 g, 25.9 mmol), and the mixture was heated to 150° C. for 10 min. The reaction mixture was brought to ambient temperature, quenched with saturated aqueous ammonium chloride (100 ml) and extracted with ethylacetate (3×100 ml). The combined organic phases was dried and concentrated in vacuo to receive the pure title compound (3.84 g). MS m/z (rel. intensity, 70 eV) 222 (M+, 100), 220 (M+, 100), 189 (49), 187 (50), 126 (75).

1. customwas brought to ambient temperature
2. customquenched with saturated aqueous ammonium chloride (100 ml)
3. extractionextracted with ethylacetate (3×100 ml)
4. customThe combined organic phases was dried
5. concentrationconcentrated in vacuo

ORD record

ord-ef19c52ec3fb43ea8415c457ee1025ab

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08501777B2