The important role of 2-Bromo-1-chloro-4-methoxybenzene

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrClO

2-Bromo-1-chloro-4-methoxybenzene (200mg, 0.9mmol), cesium carbonate (588mg, 1.8mmol), 4-fluorophenol (202mg, 1.8mmol), CuI (17mg, 0.09mmol) and N- methylpyrrolidine (1 mL) were sealed in a microwave vessel and heated in a microwave at 2000C for 1800s. The crude reaction mixture was purified by chromatography on silica gel. Elution with 10:90 ethyl acetate:heptane with a gradient to 30:70 ethyl acetate:heptane afforded 1-chloro-2-(4-fluorophenoxy)-4-methoxybenzene (112mg, 0.44mmol, 49%). 1-Chloro-2-(4-fluorophenoxy)-4-methoxybenzene (110mg, 0.44mmol) prepared above, was dissolved in DCM (5.0OmL) and stirred under argon at -780C. Boron tribromide (1.0M in DCM, 2.2OmL) was then added and the reaction stirred at -780C for 1 h. The reaction was allowed to warm to ambient temperature overnight, quenched with saturated Na2CO3 (aq) and then the aqueous and organic layers were separated. The solvent was removed in vacuo and the crude product was purified by chromatography on silica gel. Elution with 2:98 ethyl acetate:heptane with a gradient to 20:80 ethyl acetate:heptane afforded 4- chloro-3-(4-fluorophenoxy)phenol (92mg, 0.38mmol, 87%). M.S. (ESI) (m/z): 237, 239 [M- H]-

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; N.V. ORGANON; WO2007/63071; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics