Category: 393-37-3

Reference of 393-37-3, These common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, 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.

A solution of 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (10 g), 3-hydroxypyrrolidine (3.56 g), palladium(II) acetate (462 mg), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (2.57 g) and cesium carbonate (26.8 g) in toluene (220 ml) was stirred under an argon gas atmosphere at 90 C. for 16 hr. After cooling to room temperature, the reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The filtrate and washing were combined and the solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 80:20-25:75) to give the title compound (5.91 g, yield 58%) as a pale-yellow oil.1H-NMR (300 MHz, CDCl3) delta: 1.72 (d, J=3.4 Hz, 1H), 2.00-2.29 (m, 2 H), 3.25 (d, J=10.2 Hz, 1H), 3.33 (td, J=8.8, 3.6 Hz, 1H), 3.40-3.59 (m, 2H), 4.63 (br. s, 1H), 6.54-6.70 (m, 2H), 7.05 (t, J=9.4 Hz, 1H).

Statistics shows that 5-Bromo-2-fluorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 393-37-3.

Reference:
Patent; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-2-fluorobenzotrifluoride

A mixture of l-bromo-4-fluoro-3-(trifluoromethyl)benzene (5.02 g) and potassiumcyanide (1.38 g) in DMSO (20 ml) was heated at 80 C for 14 h. Water was added and themixture was extracted ether, the organic extracts were dried (MgSO4) and evaporated to givea brown oil. This was dissolved in DMSO (10 ml) and 4 M NaOH (10 ml) and heated at 100C for 16 h. 2 M Hcl (20 ml) was added and the mixture was extracted with DCM (threetimes), the organic extracts were dried (MgSO4), evaporated and purified by chromatography(silica, CH^Ck-MeOH-AcOH as eluent) to give the sub-title compound (1.99 g).MS: ESI (-ve): 268 [M-H]’ 100%.

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/21759; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 393-37-3, A common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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.

4-bromo-1-fluoro-2-(trifluoromethyl)benzene (2.00 g, 8.2 mmol) was placed in a 250 ml reaction flask, followed by injecting and evacuating nitrogen gas three times. Next, dehydrated THF (50 ml) was added into the reaction flask, followed by slowly adding 3.62 ml n-butyllithium in hexane solution (9.1 mmol) (2.5M, 9.1 mmol) at -78 C. and stirring at the same temperature for 30 minutes. Thereafter, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.85 ml, 9.1 mmol) was added into the reaction flask to obtain a mixture, and the temperature of the mixture was raised to room temperature, followed by stirring at room temperature for 12 hours. Next, water was added to terminate the reaction followed by removing THF using a rotary evaporator. Then, dichloromethane and water were added into the mixture for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water therein. After water was removed, the dichloromethane layer was filtrated and the filtrate was collected. Next, the dichloromethane layer was concentrated by means of reduced pressure distillation to obtain a colorless oily liquid (1.95 g, 6.7 mmol, 82% yield).The spectrum analysis for the colorless oily liquid is: 1H NMR (400 MHz, CDCl3, 298K), delta(ppm): 8.03 (d, JHF=7.6 Hz, 1H), 7.98?7.90 (m, 1H), 7.16 (t, JHH=9.2 Hz, 1H), 1.35 (s, 12H).

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chi, Yun; Hsu, Chien-Wei; Ho, Shu-Te; US2013/18189; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 53 1-[4-fluoro-3-(trifluoromethyl)phenyl]pyrrolidin-3-ol; A solution of 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (10 g), 3-hydroxypyrrolidine (3.56 g), palladium(II) acetate (462 mg), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (2.57 g) and cesium carbonate (26.8 g) in toluene (220 mL) was stirred under an argon gas atmosphere at 90C for 16 hr. After cooling to room temperature, the reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The filtrate and washing were combined and the solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 80:20 – 25:75) to give the title compound (5.91 g, yield 58%) as a pale-yellow oil. 1H-NMR (300 MHz, CDCl3) delta:1.72 (d, J = 3.4 Hz, 1 H), 2.00 – 2.29 (m, 2 H), 3.25 (d, J = 10.2 Hz, 1 H), 3.33 (td, J = 8.8, 3.6 Hz, 1 H), 3.40 – 3.59 (m, 2 H), 4.63 (br. s, 1 H), 6.54 – 6.70 (m, 2 H), 7.05 (t, J = 9.4 Hz, 1 H).

The synthetic route of 5-Bromo-2-fluorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2295406; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary