Adding a certain compound to certain chemical reactions, such as: 454-90-0, name is 3-(Trifluoromethyl)anisole, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 454-90-0, Quality Control of 3-(Trifluoromethyl)anisole
In each of the examples in Table 3A, the substrate is reacted with the base in THF to form a metallic organoborate intermediate under the temperature and time conditions specified in Table 3A. The metallic organoborate intermediate is then reacted with the electrophile, E, in THF to form the functionalized products 11b to 11g under the following conditions:Similarly, the substituted arenes 10b-d reacted with 2b (25 C, 0.5-12 h) affording the corresponding borate which lead after subsequent cross-coupling (ZnCl2 (10 mol%), Pd(OAc)2 (3 mol%), S-Phos (6 mol%), 65 C, 1 h) with 12 (0.8 equiv) to the biphenyl derivatives llb-d in 75-95% yield (Table 3A, entries 2-4). For example, tmpBEtyMgCl LiCl (2.2 mL, 1.0 M in THF, 2.2 mmol) was added dropwise at 25 C to a solution of 3,5-(trifluoromethyl)anisole (10b; 352 mg, 2.0 mmol) in THF (2 mL) in a flame-dried and Argon-flushed Schlenk-tube equipped with septum and magnetic stirring bar. After stirring for 1 h at 25 C, ZnCl2 (0.2 mL, 1 M in THF, 10 mol%), Pd(OAc)2 (14 mg, 3 mol%), S-Phos (25 mg, 6 mol%) and ethyl 4-iodobenzoate (12; 441 mg, 1.6 mmol) were added followed by continuously stirring for 1 h at 65 C. After cooling to 25 C, the reaction mixture was diluted with Epsilon2Omicron (5 mL) and quenched with sat. NH4C1 (aq.) (5 mL). The aqueous layer was extracted with CH2CI2 (3x 15 mL). The combined organic phases were dried over Na2SC>4 and the solvent was removed under vacuum. Flash column chromatography (pentane-Et20, 9: 1) afforded lib (492 mg, 95%) as a pale yellow solid.
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Reference:
Patent; HAAG, Benjamin; WO2012/85169; (2012); A1;,
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