1-CHLORO-5-FLUORO-2-METHOXY-4-NITROBENZENE synthesis

Yield: 93%

Reaction Conditions:

with potassium carbonate in acetone at 20; for 2 h;

Steps:

1 -Chloro-5-tI uoro-2-methoxy-4-nitrobenzene
To a solution of 2-chloro-4-fluoro-5-nitrophenol (5.Og, 26.lmmol) in acetone (lOOmL) were added K2003 (18 g, l3lmmol) and methyl iodide (8.OmL, 131 mmol) at rt. The reaction mixture was stirred at rt for 2h. TLC showed the reaction to be complete. The reaction mixture was evaporated under reduced pressure, diluted with H20 (lOOmL) and extracted with EtOAc (3xlOOmL). The organic layer was washed with H20 (lOOmL), brine (lOOmL), dried (Na2SO4), filtered and concentrated under reduced pressure to give 1 -chloro-5-fluoro-2-methoxy-4-nitrobenzene as a yellow solid. Yield: 5.0 g (93%); 1H NMR (400 MHz, DMSO-d6): 7.94-7.97 (m, 1H), 7.81-7.83 (m, 1H) 3.95 (5, 3H).

References:

DISCUVA LTD.;MEO, Dr Paul;KHAN, Dr. Nawaz WO2018/37223, 2018, A1 Location in patent:Page/Page column 206; 207