Reference 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 solution of 2-fluoro-1,4-dimethoxybenzene(18) (3.9 g, 24.9 mmol) in anhydrous THF (150 mL) under argon at -78 C was added n-BuLi(1.6 M in hexane, 18.7 mL, 29.9 mmol) dropwise via syringe. The reaction mixture was stirredunder argon at -78 C for 1 hour and methyl chloroformate (2.30 mL, 29.9 mmol) was thenadded dropwise via syringe. The reaction mixture was stirred under argon at -78 C for another4 hours. Upon completion, the reaction mixture was quenched with water (10 mL) and extractedwith EtOAc (2 x 50 mL). The combined organic layers were washed with water and brine, driedover MgSO4, filtered, and concentrated by rotary evaporation. Purification by flash columnchromatography (silica, 9% EtOAc-hexane) gave methyl 2-fluoro-3,6-dimethoxybenzoate (5.2 g,96%) as a colorless oil. methyl 2-fluoro-3,6-dimethoxybenzoate: Rf = 0.15 (25% EtOAc-hexane); 1H NMR (400 MHz, CDCl3) delta 6.94 (t, J = 9.2 Hz, 1H), 6.59 (d, J = 9.2 Hz, 1H), 3.90 (s,3H), 3.81 (s, 3H), 3.77 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 164.0, 151.2, 150.9, 148.7, 141.7,115.5, 106.1, 57.0, 56.4, 52.6; HRMS calc. for C10H11FO4Na (M + Na)+ 237.0534, found237.0535.
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:
Article; Chantarasriwong, Oraphin; Milcarek, Andrew T.; Morales, Theodore Habarth; Settle, Aspen L.; Rezende, Celso O.; Althufairi, Bashayer D.; Theodoraki, Maria A.; Alpaugh, Mary L.; Theodorakis, Emmanuel A.; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 405 – 413;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem