Methanol → 2-Methoxy-2'-nitro-4,4'-dibromobiphenyl

To the solution of 4,4′-dibromo-2,2′-dinitro-biphenyl (6.58 g, 16.5 mmol) in DMF (50 ml) at 0° C. was added a solution of sodium methoxide in Methanol (4.4 M, 4.5 ml, 19.8 mmol). The mixture was stirred at 25° C. for 12 hours and was poured into ice-water (140 ml). The mixture was extracted with EtOAc (2×). The combined organic phase was washed with water and brine and dried with Na2SO4. Concentration under reduced pressure gave pale solid. The re-crystallization from CH3CN/MeOH gave 4,4′-dibromo-2-methoxy-2′-nitro-biphenyl as a white solid (3.76 g).

1. extractionThe mixture was extracted with EtOAc (2×)
2. washThe combined organic phase was washed with water and brine
3. dry with materialdried with Na2SO4
4. concentrationConcentration under reduced pressure
5. customgave pale solid
6. customThe re-crystallization from CH3CN/MeOH

ORD record

ord-a82ef3c06d9e4a16872ba8ff2dba8161

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08841278B2