Category: 1559-88-2

1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1559-88-2

(0131) To a 100 mL flame-dried flask was added 308 (0.224 g, 0.300 mmol, 1 equiv) and [1, 1?bis(diphenylphosphino)ferrocenedichloropalladium (0.022, 0.030 mmol, 0.100 equiv). After the solids were added, the flask was evacuated and backfilled with nitrogen 5 times. 1,4-dioxane (8.0 mL) was then added to the flask, followed by 1-bromo-2,3,5,6-tetrafluorobenzene (0.412 g, 1.80 mmol, 6 equiv), and the solution was sparged for 10 min. before 2M K3PO4 (0.825 mL, 1.65 mmol, 5.5 equiv), sparged for 1 h prior to use, was added. The solution was then placed in an 80 C. oil bath and allowed to stir overnight. The next day, the black solution was allowed to come to room temperature before removing the solvent under reduced pressure. (0132) Next, H2O (50 mL) was added, followed by extraction with hexanes (3×50 mL). The combined organic phases were then washed with water (3×50 mL), brine (1×75 mL), and dried over sodium sulfate. After removing the solvent via rotary evaporation, the crude, yellow-orange oil was purified via column chromatography (2-5% EtOAc/Hexanes) and 310 isolated as a pale yellow oil (0.175 g, 74%). 1H NMR (500 MHz, Chloroform-d) delta 7.47 (d, J=7.7 Hz, 2H), 7.37 (d, J=7.9 Hz, 2H), 7.04 (p, J=8.4 Hz, 2H), 6.07 (s, 4H), 0.96 (t, J=7.9 Hz, 18H), 0.64 (q, J=7.8 Hz, 12H). 13C NMR (126 MHz, Chloroform-d) delta 146.95, 131.58, 129.94, 126.12, 71.38, 7.03, 6.46. 19F NMR (471 MHz, Chloroform-d) delta -139.24 (m, J=22.4, 11.3 Hz), -143.81 (m, J=21.1, 12.7, 7.4 Hz).

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Oregon; Jasti, Ramesh; Van Raden, Jeff; Leonhardt, Erik; US2018/290952; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1559-88-2, A common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, molecular formula is C6HBrF4, 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.

EXAMPLE 15 Air inside a reaction vessel of the same type as the one used in Example 1 was replaced with a nitrogen gas in a satisfactory manner, after which 20 ml of a t-butyl methyl ether solution containing 0.0199 mol of suspended n-propyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.0183 mol of 1-bromo-2,3,5,6-tetrafluorobenzene was charged to the dropping funnel as the fluoroaryl halide. Then, 1-bromo-2,3,5,6-tetrafluorobenzene in the dropping funnel was dropped to the reaction vessel over 20 minutes at room temperature, and the reaction solution was stirred for 4 hours at room temperature. Consequently, 2,3,5,6-tetrafluorophenyl magnesium bromide was obtained in the form of a colorless t-butyl methyl ether solution.

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

1559-88-2, The chemical industry reduces the impact on the environment during synthesis 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, I believe this compound will play a more active role in future production and life.

The yield of 2,3,5,6-tetrafluorophenyl magnesium bromide measured in the same manner as Example 1 was 85.2 mol % based on 1-bromo-2,3,5,6-tetrafluorobenzene.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-1,2,4,5-tetrafluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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. Application In Synthesis of 3-Bromo-1,2,4,5-tetrafluorobenzene

Example H 4-Bromo-2,3,5,6-tetrafluorophenylsulfonyl Chloride. The title compound was synthesised from 1-bromo-2,3,5,6-tetrafluorobenzene by a method similar to that used in Example F. MS (EI): 328 (20, M+), 293 (70), 229 (50), 148 (100).

The synthetic route of 3-Bromo-1,2,4,5-tetrafluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tularik INC; US6284923; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1559-88-2

To a solution of 1-bromo-2,3,5,6-tetrafluorobenzene (CAS No. 1559-88-2) (1 g, 4.37 mmol, 1 equivalent) in THF (20 mL) was added n-butyllithium (2.65 M solution in n-hexane, 1.81 mL, 4.80 mmol, 1.1 equivalents) at -78 C. The reaction mixture was stirred at -78 C. for 30 minutes. To the reaction mixture was added tri-n-butyltin chloride (1.42 mL, 5.24 mmol, 1.2 equivalents). The reaction mixture was allowed to warm up to room temperature over 3 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with DCM. The organic layer was concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (NH silica gel, n-heptane) to afford the title compound (1.49 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 0.84-0.93 (m, 9H), 1.17-1.39 (m, 12H), 1.46-1.63 (m, 6H), 6.92-7.02 (m, 1H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1559-88-2.

Reference:
Patent; Eisai R&D Management Co., Ltd.; Kurokawa, Toshiki; Yoshida, Yu; Shin, Kogyoku; Kobayashi, Yoshihisa; Fukumoto, Hironori; Takeda, Kunitoshi; Ohashi, Yoshiaki; Kotake, Makoto; Shibuguchi, Tomoyuki; Watanabe, Toru; Kita, Yoichi; Hirota, Shinsuke; Fukuyama, Takashi; Kamada, Yasuaki; (59 pag.)US2017/137436; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6HBrF4

(0131) To a 100 mL flame-dried flask was added 308 (0.224 g, 0.300 mmol, 1 equiv) and [1, 1?bis(diphenylphosphino)ferrocenedichloropalladium (0.022, 0.030 mmol, 0.100 equiv). After the solids were added, the flask was evacuated and backfilled with nitrogen 5 times. 1,4-dioxane (8.0 mL) was then added to the flask, followed by 1-bromo-2,3,5,6-tetrafluorobenzene (0.412 g, 1.80 mmol, 6 equiv), and the solution was sparged for 10 min. before 2M K3PO4 (0.825 mL, 1.65 mmol, 5.5 equiv), sparged for 1 h prior to use, was added. The solution was then placed in an 80 C. oil bath and allowed to stir overnight. The next day, the black solution was allowed to come to room temperature before removing the solvent under reduced pressure. (0132) Next, H2O (50 mL) was added, followed by extraction with hexanes (3×50 mL). The combined organic phases were then washed with water (3×50 mL), brine (1×75 mL), and dried over sodium sulfate. After removing the solvent via rotary evaporation, the crude, yellow-orange oil was purified via column chromatography (2-5% EtOAc/Hexanes) and 310 isolated as a pale yellow oil (0.175 g, 74%). 1H NMR (500 MHz, Chloroform-d) delta 7.47 (d, J=7.7 Hz, 2H), 7.37 (d, J=7.9 Hz, 2H), 7.04 (p, J=8.4 Hz, 2H), 6.07 (s, 4H), 0.96 (t, J=7.9 Hz, 18H), 0.64 (q, J=7.8 Hz, 12H). 13C NMR (126 MHz, Chloroform-d) delta 146.95, 131.58, 129.94, 126.12, 71.38, 7.03, 6.46. 19F NMR (471 MHz, Chloroform-d) delta -139.24 (m, J=22.4, 11.3 Hz), -143.81 (m, J=21.1, 12.7, 7.4 Hz).

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Oregon; Jasti, Ramesh; Van Raden, Jeff; Leonhardt, Erik; US2018/290952; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1559-88-2, A common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, molecular formula is C6HBrF4, 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.

EXAMPLE 15 Air inside a reaction vessel of the same type as the one used in Example 1 was replaced with a nitrogen gas in a satisfactory manner, after which 20 ml of a t-butyl methyl ether solution containing 0.0199 mol of suspended n-propyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.0183 mol of 1-bromo-2,3,5,6-tetrafluorobenzene was charged to the dropping funnel as the fluoroaryl halide. Then, 1-bromo-2,3,5,6-tetrafluorobenzene in the dropping funnel was dropped to the reaction vessel over 20 minutes at room temperature, and the reaction solution was stirred for 4 hours at room temperature. Consequently, 2,3,5,6-tetrafluorophenyl magnesium bromide was obtained in the form of a colorless t-butyl methyl ether solution.

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
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. 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1559-88-2

i-Bromo-2,3,5,6-tetrafluorobenzene (1.59 ml, 12.71 mmol) was dissolved in dry diethyl ether (30 ml) under a nitrogen atmosphere. Then magnesium (350 mg, 14.41 mmol) and a fewgranules of 12 were added. 1,2-Dibromoethane (0.011 ml, 0.13 mmol) was added and the final mixture stirred at room temperature for one hour. Tert-butyl 3-formylazetidine-1-carboxylate (2.55 g, 13.34 mmol) dissolved in dry diethyl ether (20 ml) was added dropwise plus 15 ml of dry tetrahydrofuran and the final mixture stirred for one hour at room temperature. The reactionmixture was quenched by adding saturated ammonium chloride solution and extracted with ethyl acetate. The pooled organic phase was washed with brine and dried (Na2SO4), filtered and finally evaporated to dryness. The crude product (4.58 g) was further purified by flash column chromatography on silica gel (iso-octane:ethyl acetate, 100:0 to 70:30) to give the title compound (2.8 g, 8.35 mmol). MS mlz (rel. intensity, 70 eV) 335 (M+, 1), 280 (36), 217 (17),189 (67), 57 (bp).

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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. 1559-88-2

General procedure: An oven-dried Schlenk tube equipped with a stir bar was charged with Pd(OAc)2 (4.5 mg, 0.02 mmol, 10 mol%), aryliodine(III) diacetate (0.24 mmol) and Ag2CO3 (82.7 mg, 0.3 mmol). The tube was fitted with a rubber septum, and then it was evacuated and refilled with nitrogen three times. Under nitrogen, polyfluoroarene (0.2 mmol), DMSO(0.1 mL) and DMF (2 mL) were added successively. The rubber septum was replaced with a Teflon screw cap under nitrogen flow. With stirring, the reaction mixtures were heated at 110 C for the indicated amount of time (unless otherwise specified), and then cooled down to roomtemperature. The resultant mixture was filtered through a short plug of silica gel and then concentrated in vacuo. The residue was then purified by flash chromatography on silica gel to provide the corresponding product.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1559-88-2.

Reference:
Article; Fu, Zhengjiang; Xiong, Qiheng; Zhang, Wenbiao; Li, Zhaojie; Cai, Hu; Tetrahedron Letters; vol. 56; 1; (2015); p. 123 – 126;,
Bromide – Wikipedia,
bromide – Wiktionary

1559-88-2, 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 1559-88-2 as follows.

A solution of 1-bromo- 2,3,5,6-tetrafluorobenzene (4.58 g, 20 mmol) in 100 mL of anhydrous THF was cooled to -100 C (liquid nitrogen/ EtOH) under nitrogen. Then 1.4M solution of sec-BuLi in cyclohexane (15 mL, 21 mmol) was added dropwise at -100 C to -90 C. The mixture was stirred at -100 C to -90 C for 10 min, then a solution of R-(+)-propylene oxide (1.51 g, 1.8 mL, 26 mmol) in 15 mL of THF was added dropwise at -100 C to -90 C, then the mixture was cooled to -105 C and a 46.5% solution Of BF3 in diethyl ether (4.18 mL, 30 mmol) was added dropwise. The mixture was stirred at -100 C to -90 C for 2 h, then the reaction was quenched with 20 mL of sat. aq. NH4Cl at -90 C. The mixture was stirred and warmed to 0 C overnight. Then 20 mL of water was added and mixture was extracted with EtOAc (2×60 mL), the extract was dried over Na2SO4 and evaporated to give crude oil, which was purified by column (silicagel, EtOAc/hexane 1 :9, Rf = 0.57 in EtOAc/hexane 3:7) to give (2R)-1-(2,3,5,6-tetrafluorophenyl)propan-2- ol (2.57 g, 62 %) as a white solid. 1H NMR (300 MHz, CDCl3): delta 6.96 (m, 1H), 4.1 1 (m, 1H), 2.89 (m, 2H), 1.47 (d, J = 5.46 Hz, 1H), 1.29 (d, J = 6.21 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1559-88-2, and friends who are interested can also refer to it.

Reference:
Patent; CHEMBRIDGE CORPORATION; WO2009/117097; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary