Category: 327-52-6

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-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 327-52-6, Computed Properties of C6H2BrF3

13.2g metal magnesium and 400ml tetrahydrofuran were added into a clean flask. 116.05g trifluorobromobenzene was added thereto dropwisely after initiation by iodine and the reaction was kept at 30-40C for 3 hours for use. 29.9g (S)-methyl 3-(tert-butoxycarbonyl amino)-4-oxo-n-butyrate was dissolved in 300ml THF, and cooled to -20 C. The solution mentioned above was added thereto dropwisely over two hours and kept at the temperature for 3 hours. 400ml ammonium chloride solution was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran. The organic layer was dried and concentrated to get 14.5g (3S)-methyl 3-(tert-butoxy carbonylamino)-4-hydroxy-4-(2,4,5-trifluoromethyl-phenyl)butyrate (yield: 66%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; EP2481722; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

4.2 mL of 1-bromo-2,4,5-trifluorobenzene and 10.8 mL of tetrahydrofuran were added to 50 mL flask and the resulting reaction solution was cooled to 0 C. 15 mL of isopropylmagnesium chloride [2.0 M tetrahydrofuran solution] was dropped to the reaction solution under nitrogen atmosphere and stirred for 30 minutes to produce Grinard reagent. 1.95 g of (S)-t-butyl 2-(2-t-butoxy-2-oxoethyl)aziridine-1-carboxylate and 50 mL of tetrahydrofuran were added to another 250 mL flask and the resulting reaction solution was cooled to 0 C. And then, 778 mg of copper (I) bromide dimethylsulfide complex was added. 22.7 mL of the Grinard reagent produced under nitrogen atmosphere was dropped, and stirred for 6 hours while the reaction temperature was maintained at 0 C. After completing the reaction, 50 mL of ammonium chloride aqueous solution was dropped to the reaction solution; 100 mL of ethyl acetate and 50 mL of water were added and then stirred for 10 minutes. An organic layer was isolated, dehydrated with magnesium sulfate, and then concentrated under reduced pressure. A concentrated residue was isolated with column chromatography (n-hexane:ethyl acetate=20:1) and then concentrated under reduced pressure to obtain 2.62 g of a title compound. 1H NMR (CDCl3, 400 MHz) delta 7.02 (m, 1H), 6.87 (m, 1H), 5.11 (br, 1H), 4.07 (br, 1H), 2.82 (dd, 1H), 2.77 (dd, 1H), 2.45 (dd, 1H), 2.35 (dd, 1H), 1.44 (s, 9H), 1.35 (s, 9H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG-A PHARMACEUTICAL. CO., LTD; US2012/16126; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-2,4,5-trifluorobenzene

A 1-L, one-necked, round-bottom flask, equipped with a Tefloncoatedmagnetic stirring bar, was removed from a drying oven at150 C, sealed while hot with a rubber septum, purged with dry N2,and cooled to r.t. (22 C). 1-Bromo-2,4,5-trifluorobenzene (1; 50.0mL, 90.0 g, 0.427 mol; Oakwood Products) and anhydrous THF(400 mL) were added from a syringe, and the flask was submergedin a bath of acetone cooled to -78 C with dry ice. A 2.0 M solutionof DIPEA in THF (224 mL, 0.448 mol; Sigma-Aldrich) was addedwith stirring over 5 min, and the resulting mixture was stirred for anadditional 10 min. The dry ice-acetone bath was removed and replacedwith an ice-water bath. The mixture was stirred for an additional30 min then the ice-water bath was removed and the flaskwas resubmerged in the dry ice-acetone bath. The mixture wasstirred for 10 min at -78 C, then aldehyde 2 (50.4 mL, 71.7 g, 0.448mol; Oakwood Products) was added from a syringe. The resultingmixture was stirred for an additional 10 min before the dry ice-acetone bath was removed. The flask was then warmed to r.t., andthe mixture was stirred at r.t. for 3 h. The reaction was thenquenched by addition of sat. aq NH4Cl (50 mL), and the resultingbiphasic mixture was diluted with H2O (300 mL) and Et2O (200mL). The two phases were separated, and the aqueous fraction wasextracted with Et2O (2 × 300 mL). The organic fractions were combined,dried (Na2SO4), and concentrated by rotary evaporation togive alcohol 3 as a viscous oil.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Woydziak, Zachary R.; Fu, Liqiang; Peterson, Blake R.; Synthesis; vol. 46; 2; (2014); p. 158 – 164;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., Formula: C6H2BrF3

[0113] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas completed, the reactants were maintained at- 20 C for later use.[0114] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as obtained above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (3.26 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate for an extraction.The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collectedtogether and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate,followed by filtration and concentration to obtain a crude product which was further treated by column chromatographyto obtain a compound (4.29 g, yield 82%).1H NMR (400 MHz, CDCl3) delta 7.15?6.94 (m, 1 H), 6.88 (d, J = 6.8 Hz, 1H), 4.47 (d, J = 8.9 Hz, 1H), 4.00?3.80 (m, 1 H),2.92?2.76 (m, 1H), 2.76?2.64 (m, 1H), 2.64?2.44 (m, 2H), 2.06 (d, J =14.6 Hz, 3H), 1.84 (s, 1H), 1.66 (qd, J = 14.0, 8.0Hz, 1H), 1.47?1.31 (m, 9H). Ms (M++1): 350.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-52-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 327-52-6 as follows.

N2 Protected, single-neck flask in 20ml inputs 0.4g Dppp (0.001mol, 0.1eq), 0.11g (0.0005mol, 0.05eq) of palladium acetate, acetonitrile 3g, purged three times with stirring, heated in a water bath warmed to 58 ~ 62 , for 2.5 to 3.5 hours. document.write(“”); Incubation was completed, was cooled to 30 ~ 35 , a catalyst. document.write(“”); N 2Protected, into two flasks in 50ml of 1.4g (0.01mol, 1.0eq) and itaconic acid monomethyl ester, acetonitrile 10g, stirring and mixing uniformly; was added DBU: 3.8g (0.025mol, 2.5eq), a clear solution; 2,4,5-trifluoro-bromobenzene was added: 2.32g (0.011mol, 1.1eq), stirring; N2 of replacement three times, the catalyst prepared above was added, N 2Substituted three times, under N2 protection, reaction at 80 24 hours. TLC Bi insulation test point to the raw material disappears, the reaction was complete. The reaction solution (10 mL x 3) and washed with 13% brine, dried over sodium sulfate, filtered and concentrated to a crude product of Formula 3 compounds done, purified through the column to obtain 2.3g, Yield: 83.9%. document.write(“”); Preparation of Compound 4: Example 2

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZHEJIANG JIUZHOU PHARMACEUTICAL CO., LTD; ZHU, GUOLIANG; HE, QIAN; QIAN, LINGFENG; XU, YINGZHOU; YAN, PUZHA; (11 pag.)CN106146340; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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: C6H2BrF3

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (3.46 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (3.98 g, 0.011 mol, yield 73%). 1H NMR (400 MHz, CDCl3) delta 7.01 (t, J=10.5 Hz, 1H), 6.926.88 (m, 1H), 5.14 (d, J=12.6 Hz, 1H), 4.50 (s, 2H), 3.953.85 (m, 1H), 3.823.77 (m, 1H), 3.773.55 (m, 1H), 3.40 (s, 3H), 2.82 (s, 2H), 1.871.68 (m, 1H), 1.631.48 (m, 1H), 1.39 (s, 9H). Ms (M++1): 364.

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-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 327-52-6, Quality Control of 1-Bromo-2,4,5-trifluorobenzene

To magnesium spalls in a reaction flask, under an atmosphere of nitrogen, was added 50 ml tetrahydrofuran and 0.02 g iodine as an initiator. A solution of 9g 1-bromo-2,4,5-trifluorobenzene in 150ml tetrahydrofuran was added dropwise into the reaction system. The reaction was stirred at 25 C for 3h to obtain a solution of 0.21 mol/L (2, 4, 5-trifluorophenyl)-magnesium bromide.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; GAO, Hongjun; LI, Min; EP2551259; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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: C6H2BrF3

EXAMPLE 1 2,4,5-Trifluorobenzoic Acid To a stirred suspension, under argon, of 9 g of magnesium chips in 150 ml of tetrahydrofuran containing a crystal of iodine and cooled to 0 C. was added a solution of 60 g of 2,4,5-trifluorophenyl bromide in 80 ml of tetrahydrofuran dropwise over 1.5 hours. The temperature was kept below 35 C. during the addition and kept at 35 C. for an additional hour then cooled to 0 C. A gentle stream of carbon dioxide was bubbled through the reaction mixture for one hour at 0 C., one hour at room temperature and one hour at reflux. The reaction mixture was cooled to 0 C. and poured into a beaker containing 300 ml of 2N hydrochloric acid and 200 ml of ice water. The aqueous mixture was filtered and the filtrate extracted with 3*335 ml of methylene chloride. The combined organic extracts were dried and the volatiles removed in vacuo to give 49.4 g of the desired compound. Crystallization from hexanes gave the desired product as light yellow crystals, mp 92-95 C.

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4923868; (1990); A;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-2,4,5-trifluorobenzene

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.16 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further was washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (4.98 g, 0.0128 mol, yield 85%). 1H NMR (400 MHz, CDCl3) delta 7.877.61 (m, 5H), 7.156.94 (m, 1H), 6.88 (d, J=6.8 Hz, 1H), 5.02 (d, J=8.9 Hz, 1H), 4.00-3.80 (m, 1H), 2.922.76 (m, 1H), 2.762.64 (m, 1H), 2.642.44 (m, 2H), 2.06 (d, J=14.6 Hz, 3H), 1.84 (s, 1H), 1.62 (s, 1H). Ms (M++1): 390.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2,4,5-trifluorobenzene

Example 7: Preparation of (R)-benzyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihvdro- ri ,2,41triazolor4,3-aipyrazin-7(8H)-yl)-1 -(2,4,5-trifluorophenyl)butan-2- ylcarbamateA solution of 1 -bromo-2,4,5-trifluorobenzene (638 mg, 3.02 mmol) in THF (5 ml_) was slowly added to a suspension of magnesium turnings (73 mg, 3.02 mmol) in THF (5 ml_). The mixture was allowed to stir for 1 hour at 50 0C. To a solution of (S)-benzyl 1 -iodo-4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro- [1 ,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)butan-2-ylcarbamate (406 mg, 0.76 mmol) in THF (5ml_) at -20 0C, cuprous bromide methylsulfide complex (311 mg, 1.51 mmol) was added. The organomagnesium bromide solution was added dropwise and the mixture was allowed to warm up to room temperature. Once de reaction was completed, NH4CI saturated solution (20 ml_) and AcOEt (20 ml_) were added sequentially. The organic layer was dried with anhydrous Na2SO4, filtered and concentrated. Digestion in toluene:heptane (5:1 ) leads to the precipitation of (R)-benzyl 4-oxo-4-(3- (trifluoromethyl)-5,6-dihydro-[1 ,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1 -(2,4,5- trifluorophenyl)butan-2-ylcarbamate (221 mg, 54% yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ESTEVE QUIMICA, S.A.; BARTRA SANMARTI, Marti; RUSTULLET OLIVER, Albert; FERNANDEZ HERNANDEZ, Sara; MONSALVATJE LLAGOSTERA, Montserrat; WO2010/97420; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary