Category: 349-60-0

These common heterocyclic compound, 349-60-0, name is 1-Methoxy-3,5-bis(trifluoromethyl)benzene, 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. HPLC of Formula: C9H6F6O

3,5-Bis(trifluoromethyl)anisole (5.0 g 21 mmol) and TMEDA (4.0 mL, 3.0 g,26 mmol) were dissolved in dry Et2O (60 mL), cooled to -10 0C and treated in portions with H-BuLi (2.5 M in hexanes; 10 mL, 25 mmol). The mixture was warmed to 25 0C and stirred for 90 min. The mixture was cooled to -78 0C, treated dropwise with DMF (2.3 mL, 2.2 g, 30 mmol), stirred for 30 min, warmed to 25 0C and stirred for 30 min. The reaction was quenched by addition of H2O (50 mL) and extracted with Et2O (2 x 75 mL). The combined organic fractions were washed with satd NaCl solution (30 mL), dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography to give the anisaldehyde derivative (3.3 g). This material (3.0 g, 11 mmol) was dissolved in CH2Cl2 (75 mL), cooled to -78 0C and treated with BBr3 (1 M solution in CH2Cl2; 12 mL, 12 mmol). The mixture was stirred for 30 min at -78 0C, warmed to 25 0C and stirred for 90 min. H2O (100 mL) was added and stirring was continued for 30 min. The separated organic phase was washed with satd NaCl solution, dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography with 0-20percent EtOAc/hexane to give the purified aldehyde (2.0 g): 1H NMR (400 MHz, CDCl3) delta 12.27 (s, IH), 10.34 (s,lH), 7.51 (s, IH); EIMS m/z 258.

The synthetic route of 1-Methoxy-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; YOUNG, David; SHABER, Steven; AVILA-ADAME, Cruz; BREAUX, Nneka; RUIZ, James; SIDDALL, Thomas; WEBSTER, Jeffery; WO2010/83307; (2010); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 349-60-0, name is 1-Methoxy-3,5-bis(trifluoromethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methoxy-3,5-bis(trifluoromethyl)benzene

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:Furthermore, disubsituted anisole derivative such as lOf lead after metalation using 2b (25 °C, 0.5 h) followed by cross-coupling (ZnCl2 (10 molpercent), Pd(OAc)2 (3 molpercent), S-Phos (6 molpercent), 65 °C, 1 h) with 12 (0.8 equiv) to the functionalized anisole llf in 96percent yield (Table 3A, entry 6). In particular, tmpBEtyMgCl LiCl (2.2 mL, 1.0 M in THF, 2.2 mmol) was added dropwise at 25 °C to a solution of 3- bis(trifluoromethyl)anisole (lOf; 488 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 30 min at 25 °C, ZnCl2 (0.2 mL, 1 M in THF, 10 molpercent), Pd(OAc)2 (14 mg, 3 molpercent), S-Phos (25 mg, 6 molpercent) 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 Et^O (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-Et^O, 95:5) afforded llf (602 mg, 96percent) as a white solid

The synthetic route of 349-60-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HAAG, Benjamin; WO2012/85169; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem