Category: 28342-75-8

Synthetic Route of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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 200-ml three-necked flask was replaced with nitrogen. 207 mmol (8.78 g) of lithium chloride and 1.6 mmol (1.13 g) of bistriphenylphosphine palladium dichloride were added, and the flask was replaced with nitrogen again. Next, 80 ml of toluene and 20.7 mmol (5.62 g) of the compound A were added. Further, 62.1 mmol (15.0 g) of trimethyl-2-pyridyl tin were dropped, and the whole was refluxed under heat for 3 days in a stream of nitrogen. After the resultant had been left standing to cool, 150 ml of a saturated aqueous solution of potassium fluoride were added, and the whole was stirred for 30 minutes. A solid was removed by filtration, and the remainder was extracted with methylene chloride and a 5percent aqueous solution of sodium hydrogen carbonate. After that, sodium sulfate was added to an organic layer for dehydration. The solvent was removed under reduced pressure, whereby a brown solid was obtained. Ether was added to the resultant solid, and the solvent was removed by filtration, whereby 4.35 g of a compound B were obtained (78.3percent yield).

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chuo University; Idemitsu Kosan Co., Ltd.; EP1961743; (2008); 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H2Br2F2

A 1.6 M solution of butyl lithium in hexane (114 mL, 182 mmol) is added to a -78 C. solution of 1,5-dibromo-2,4-difluorobenzene (41.3 g, 152 mmol) in diethyl ether (290 mL). Dimethylformamide (14.4 g, 198 mmol) is added and the reaction is stirred at -78 C. for 15 minutes. The reaction is quenched with 1 N HCl (300 mL), is diluted with water, and extracted three times with ethyl acetate. The organic layer is dried over sodium sulfate and the solvent is removed under reduced pressure to give crude material that is purified by silica gel chromatography with a linear gradient of 0% to 50% CH2Cl2 in hexanes over 30 minutes to give the title compound (20.51 g, 61%). GC-MS m/e (79Br/81Br) 220, 222

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; ELI LILLY AND COMPANY; US2011/9395; (2011); 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,5-Dibromo-2,4-difluorobenzene

A cooled (-78 C) solution of diisopropylamine (2.25 mL, 16 mmol) in dry THF (10 mL) was treated with n-BuLi (10 mL, 16 mmol, 1.6 M) and then allowed to warm to room temperature. This LDA solution was added drop wise to a solution of l,5-dibromo-2,4- difluorobenzene (3.50 g, 13 mmol) in dry THF (20 mL) at -78 °C. The solution was stirred at -78 °C for 20 minutes, dry C02(g) was bubbled through it, it was warmed to room temperature and dil HCl (10 mL) was added, extracted to DCM, dried (MgS04) and evaporated. Yield (2.73 g, 67 percent) as a pale white solid. 1H NMR (CDC13): delta 8.35 (1H, t, J=9 Hz).

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL COMPANY LIMITED; STEUDEL, Annette; KOZHEVNIKOV, Valery; WO2014/9715; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, A common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Preparation 2 5-bromo-2,4-difluorobenzaldehyde To a solution of l,5-dibromo-2,4-difluorobenzene (17.5 g, 64.2 mmol) in ether (100 mL) at -78 C was added n-BuLi (2.5 M solution, 30.8 mL, 77 mmol) over a period of 5 min, and the reaction mixture was stirred at -78 C for 30 min. Then DMF (9.94 mL, 148 mmol) was added in one portion, and the mixture was stirred at -78 C for 30 min. The reaction mixture was worked up with EtOAc/sat. NH4C1, and the crude product was purified by silica gel chromatography eluting with 0-10% EtOAc/Hexanes to give the title compound as a slightly yellow oil (8.5 g, 60% yield). XH NMR (400 MHz, CHLOROFORM-d) delta 10.26 (s, 1H), 8.14 (t, J=7.5 Hz, 1H), 7.05 (dd, J=9.8, 8.0 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 28342-75-8 name is 1,5-Dibromo-2,4-difluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

At 160 , for there was added 1,5-dibromo-2,4-difluorobenzene (30.0g), phenol(31.2g), potassium carbonate (45.7 g) and NMP (150ml) was heated and stirred flask. Thereaction mixture was cooled until room temperature, the NMP was distilled off underreduced pressure after adding water and toluene were separated. After the solvent wasdistilled off under reduced pressure, silica gel short column (eluent: heptane / toluene= 1/2 (volume ratio)) was purified, thereby obtaining ((4,6-dibromo-1,3-phenylene ) bis(oxy)) diphenyl (44.0g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Dibromo-2,4-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, 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. Product Details of 28342-75-8

38. Preparation of 1-bromo-2,4-difluoro-5-methoxybenzene; To a solution of 1,3 dibromo-4,6-difluorobenzene (10.0 g, 37 mmol) in THF (50 mL) at -20° C. was added isopropyl magnesium chloride (2.0M in THF, 42 mmol) and the resulting solution warm to 0° C. and stirred for 30 minutes. Trimethylborate (4.7 g, 45 mmol) was added and the mixture stirred at ambient temperature for 1 hour. The solution was recooled to -20° C. and peracetic acid (32percent, 50 mmol) was added and the solution was stirred for 30 minutes at ambient temperature. The solution was then quenched with sodium bisulfite (5percent solution, 75 mL) and then acidified with 6 N hydrochloric acid and extracted with ethyl ether (2.x.75 mL). Combined extracts were dried (sodium sulfate) and concentrated. The crude phenol was dissolved in acetonitrile (40 mL) and potassium carbonate (10 g, 74 mmol) and iodomethane (5.7 g, 40 mmol) were added and stirred at ambient temperature for 20 hours. The solution was concentrated and the residue taken into water (50 mL) and extracted with ethyl ether (2.x.75 mL) and the combined extracts were washed with brine, dried (sodium sulfate), and concentrated. The residue was purified by chromatography (hexanes) to give 1-bromo-2,4-difluoro-5-methoxybenzene (2.0 g, 8.6 mmol): LC/MS (m/z=223).

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

Reference:
Patent; Balko, Terry W.; Schmitzer, Paul R.; Daeuble, John F.; Yerkes, Carla N.; Siddall, Thomas L.; US2007/179060; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

1,5-dibromo-2,4-difluorobenzene(30 g, 110.3 mmol)And cyanocopper(22.7 g, 253.7 mmol)After dissolving in DMF (120 ml), it was made into nitrogen atmosphere, and the temperature was raised, and the mixture was refluxed with stirring for 17 hours.The reaction solution was extracted with MC and then subjected to column chromatography using an ethyl acetate / hexane mixed solvent as eluent to obtain 6.0 g of Intermediate 1.

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Industries Co., Ltd.; Dankook University Academic Cooperation; Lee, Sang Sin; Yu, Uhn Sun; Lee, Jun Yeop; Jo, Yong Ju; Choe, Yun Ho; (26 pag.)KR2016/331; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, 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 28342-75-8, Computed Properties of C6H2Br2F2

(3-3) Synthesis of Compound L3 (0072) Bis(triphenylphosphine)palladium(II) dichloride [Pd(PPh3)2Cl2](0.12 g, 0.17 mmol) and Compound L3-1 (1.5 g, 5.5 mmol) were placed in a reaction flask. Then, lithium chloride (1.4 g, 33.1 mmol), Compound L3-2 (6 g, 16.6 mmol), and 40 ml of anhydrous toluene were added to the reaction flask to obtain a mixture. The mixture was heated under reflux for 3 days. Next, the temperature of the mixture was slowly reduced to 20° C., and the mixture was filtered using celite to remove side products and to collect a filtrate. The solvents in the filtrate was removed, and then the filtrate was washed several times with ethyl acetate and with a saturated sodium chloride aqueous solution to collect an organic layer. The organic layer was dehydrated using sodium sulfate (Na2SO4) to obtain a crude product. The crude product was subjected to column chromatography (SiO2, ethyl acetate:n-hexane=1:3), followed by recrystallization in a mixed solvent having dichloromethane and n-hexane (dichloromethane:n-hexane=1:1) at 20° C., thereby obtaining transparent crystals (780 mg, 53percent yield). (0073) The spectrum analysis for the transparent crystals is: 1H NMR (400 MHz, d6-acetone): delta 8.84 (t, J=6.8 Hz, 1H), 8.74 (d, J=4.8 Hz, 2H), 7.947.87 (m, 4H), 7.417.38 (m, 2H), 7.29 (t, J=9.4 Hz, 1H); 19F NMR (376 MHz, d6-acetone, decouple H, 298 K): delta ?112.95. The transparent crystals were confirmed to be Compound L3 having a chemical structure represented by

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NATIONAL TSING HUA UNIVERSITY; Chi, Yun; Tong, Bi-Hai; Duan, Tai-Nan; Ku, Hsiao-Yun; Chen, I-Jen; US9219237; (2015); B1;,
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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H2Br2F2

1,3-dibromo-4, 6-difluorobenzene (50.0 g, 183. 9 mmol), 2-methoxyphenylboronic acid (67.1 g, 441. mmol), and a 2 M aqueous solution of Na2CO3 (368 mL, 736 mmol), DME (370 mL), toluene (370 mL), and Pd[PPh3]4 (21.3g, 18.4 mmol) were loaded into a three-necked flask, and the mixture was refluxed under an Ar atmosphere for 8 hours. After the completion of the reaction, the resultant was cooled to room temperature. The resultant sample was transferred to a separating funnel, and water (500 mL) was charged into the funnel. Then, the mixture was extracted with CH2Cl2. The extract was dried with MgSO4, and was then filtrated and concentrated. The resultant sample was purified by silica gel column chromatography, whereby a white solid was obtained in an amount of 40.2 g in 67percent yield. FD-MS C20H16F2O2: theoretical value 326, observed value 326

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; Idemitsu Kosan Co., Ltd.; EP2301921; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 28342-75-8, 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,5-dibromo-2,4-difluorobenzene (6.4 mmol) was dissolved in ACN (12 mL), and wasadded TEA (2.6 mL), TMS-acetylene (1.6 equiv), CuT (0.16 equiv), and Pd(PPh3)2Cp2 (0.1 equiv) sequentially. The mixture was stirred at 65°C for 6 hours. The mixture was filtered, evaporated and purified on a flash column. The collected fractions were dried and treated with 1 M TBAF in THF for two hours. The solvent was removed on a rotovap. The residue was added EtOAc and water. The organic layer was dried, evaporated and purified on a column.

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

Reference:
Patent; CELLCEUTIX CORPORATION; FAN, Xiaodong; XU, Yongjiang; LIU, Dahui; COSTANZO, Michael J.; WO2014/93225; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary