Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 454-90-0, name is 3-(Trifluoromethyl)anisole, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7F3O
1. 2-Methoxy-6-trifluoromethylthiophenol. A three-neck 125 milliliter (mL) flask was purged with N2 and then fitted with a N2 inlet, magnetic stir bar, thermometer and a septum. To the flask was added 3-trifluoromethylanisole (12.8 g, 73 mmol), tetrahydrofuran (THF; 37 mL) and di(i-propyl)-amine (DIPA; 0.2 mL, 1.4 mmol). The solution was cooled to 0 C. and then n-BuLi (28 mL of 2.5 M in hexanes, ca. 70 mmol) was added at a rate to keep the temperature at 10-15 C. The resulting slurry was cooled to 5 C. and allowed to stir for 15 minutes (min). Gas chromatography (GC) analysis (quenched into di-n-propyl disulfide (DPS)(DPS)) indicated an isomer ratio of 77:5. DIPA (0.2 mL) was added and stirring continued for 50 min. GC analysis indicated an isomer ratio of 138:1. A second 125 mL three-neck flask was purged with N2 and fitted with a N2 inlet, Tefloncanula, stir bar and a thermometer. This vessel was loaded with sulfur (2.3 g, 72 mmol) and THF (20 mL). The resulting slurry was cooled to 5 C. and then the aryl lithium slurry was added via canula at a rate to maintain the temperature at 15-20 C. After the addition was complete the resulting amber solution was stirred at 10-15 C. for 35 min. The mixture was poured into 2M HCl (50 mL) and the phases separated. The aqueous phase was extracted with ethyl acetate (EtOAc; 25 mL). The combined organic extracts were washed with brine (75 mL) and dried (MgSO4). The solvents were removed in vacuo leaving an amber oil (16.5 g): gas chromatography/mass spectrometry (GC/MS) analysis indicated the oil contained about 4 percent of the starting anisole and 2 percent of an undesired isomer of the product. 1H NMR (CDCl3): 3.93 (s, 3H), 4.54 (q, J=5 Hz, 1H), 6.99 (d, J=8 Hz, 1H), 7.16 (apparent t, J=8 Hz, 1H), 7.24 (dd, J=8Hz, 2Hz, 1H); MS (GC, 70 eV) 208 (M+, 100%), 187 (95%), 145 (80%).
The synthetic route of 454-90-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Smith, Michael Glenn; Pobanz, Mark Andrew; Roth, Gary A.; Gonzalez, Michael A.; US2002/10375; (2002); A1;,
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