Electric Literature of 82830-49-7, These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a -78 0C solution of 1,4-dimethoxy-2-fluorobenzene (1.56 g, 10 mmol) in THF (15 mL) was added n-BuLi (5.0 mL of 2.5 M hexanes solution, 12 mmol). The mixture was stirred for 30 minutes before slow . addition of acetaldehyde (0.79 mL, 14 mmol). The reaction mixture was stirred for an additional 30 minutes before the reaction was quenched by addition of methanol and saturated aqueous NH4CI. The reaction mixture was warmed to room temperature and extracted with EtOAc. The organic extract was concentrated and purified by Biotage chromatography (40 S column, 15% acetone/heptane) to afford 1- (2-fluro-3,6-dimethoxyphenyl)ethanol (1.57 g, 79%).To an ice cooled solution of 1-(2-fluoro-3,6-dimethoxyphenyl)ethanol (1.57 g, 7.84 mmol) in acetone _C23_inL)jw.as_sloMy-^jd^d_JLQDes r_eagej3tjpj?p_aj_ed_by addition ofjLdeltaJ. Q CrO3InJ .6 mL of concentrated H2SO4 to 4.7 mL of ice cold water). The mixture was stirred for 30 minutes before the cooling bath was removed and addition of isopropanol (2 mL). The resultant green precipitate was removed by filtration through djatomaceous earth, and the diatomaceous earth was washed with ethyl acetate (“EtOAc”). The filtrate was concentrated and redissolved in EtOAc, washed with saturated aqueous NaHCO3, saturated aqueous NaCI, concentrated, and purified by Biotage chromatography (40 S column, 8% acetone/heptane) to provide the title compound as a yellow oil (1.06 g, 68%).
Statistics shows that 2-Fluoro-1,4-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 82830-49-7.
Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/65508; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem