Water → 3-Bromo-4-(trifluoromethoxy)benzoic acid

Temperatur

110 °C

4-(Trifluoromethoxy)benzoic acid (2 g, 9.70 mmol) and iron(III) chloride (1.574 g, 9.70 mmol) were suspended in nitromethane (20 mL). To this mixture was added bromine (0.497 mL, 9.70 mmol) at 0° C. The solution was heated under microwave irradiation at 110° C. for 2 h. The reaction mixture was added to cold water (100 mL) and extracted with ethylacetate (2×100 mL). The organic phase was washed with an aqueous solution of sodium thiosulfate pentahydrate and brine. The organic layer was concentrated and the residue was purified by HPLC to give the title compound as a white solid (1.5 g). LCMS m/z=287.0 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.67 (d, 1H), 8.06 (d, 1H), 8.29 (s, 1H), 13.47 (s, 1H).

1. extractionextracted with ethylacetate (2×100 mL)
2. washThe organic phase was washed with an aqueous solution of sodium thiosulfate pentahydrate and brine
3. concentrationThe organic layer was concentrated
4. customthe residue was purified by HPLC

ORD-Eintrag

ord-912725ab229247448828ea2a3f926a2c

Quelldatensatz

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08580841B2