2770-11-8,Some common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, 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 magnetically stirred solution of 2-(4-chlorophenoxy)aniline (95 mg, 0.432 mmol, 76 muL) in CH2Cl2 (1.5 mL) at room temperature was added dropwise propionylchloride (48 mg, 0.518 mmol, 45 muL) followed several minutes later by ethyldiisopropylamine (0.2 mL). The reaction was stirred at room temperature for a further 17 hours, quenched with H2O (10 mL) and partitioned with CH2Cl2 (10 mL). The aqueous layer was extracted with CH2Cl2 (10 mL), and the combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified over silica gel with 0-50% ethyl acetate in cyclohexane to yield N-[2-(4-chlorophenoxy)phenyl]propanamide (109 mg, 0.395 mmol), Example 14, in 91% yield. LCMS ESI+: 276 [M+H]+, Rt 9.1 min (LCMS 01).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Chlorophenoxy)aniline, its application will become more common.
Reference:
Patent; Bioversys AG; Schneider, Peter; Riedl, Rainer; Tigges, Marcel; Gitzinger, Marc; Pieren, Michel; Levi, Assaf; Sephton, Mark; Schellhorn, Birgit; Zueger, Patrik; Brand, Michael; Gygax, Daniel; Spies, Peter; EP2762134; (2014); A1;,
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