Category: 348-57-2

Synthetic Route of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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-Bromo-2,4-difluorophenyl)ethanone A mixture of AlCl3 (1040 g, 7878.7 mmol) in 1-bromo-2,4-difluorobenzene ([CAS 348-57-2], 600 g, 3108.9 mmol) was stirred for 10 min at 60¡ã C. Acetyl chloride [CAS 75-36-5], 366 g, 4662.4 mmol) was added dropwise in the reaction mixture for 4 h at 60¡ã C. The mixture was stirred an additional 6 h at 95¡ã C. The reaction mixture was cooled to -10¡ã C. Ice (2450 g) was added for 1.5 h. HCl (12 N, 1500 mL) was added and the mixture was stirred for 1 h. EtOAc (9000 mL) was added and the organic layer was washed with water, dried over Na2SO4 and filtered. After concentration, the residue was purified by column chromatography over silica gel (eluent: petroleum ether/EtOAc, 50/1) to yield I-18 (300 g, 41percent).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; Cid-Nunez, Jose Maria; Trabanco-Suarez, Andres Avelino; Vega Ramiro, Juan Antonio; Oehlrich, Daniel; Tresadern, Gary John; Macdonald, Gregor James; US2013/252952; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 348-57-2, These common heterocyclic compound, 348-57-2, name is 1-Bromo-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.

EXAMPLE 17 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium acetate/triphenylphosphine (0.05percent) A suspension of magnesium turnings (1.54 g; 63.3 mmoles–Pometon) in tetrahydrofuran (16.02 g) was heated at 65¡ã C. under stirring and under nitrogen. Then, iodine (0.02 g) and, after 30 minutes, 4-bromoanisole (11.69 g; 62.5 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75¡ã C. for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (11.4 g; 59.1 mmoles), palladium acetate (0.00663 g; 0.0295 mmoles–Janssen) and triphenylphosphine (0.03074 g; 0.1172 mmoles–Fluka) was de-aerated by vacuum/nitrogen at 25¡ã C. The mixture was heated at 85¡ã C., kept under stirring for 15 minutes and, then, solution A was added in 3 hours. At the end of the addition, the reaction mixture was kept at 85¡ã C. for 30 minutes. After cooling at 60¡ã C., a solution of 37percent hydrochloric acid (2 ml) in water (10 ml) was added in 20 minutes. The mixture was cooled at 40¡ã C. and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (92percent yield).

Statistics shows that 1-Bromo-2,4-difluorobenzene is playing an increasingly important role. we look forward to future research findings about 348-57-2.

Reference:
Patent; Zambon Group S.p.A.; US5312975; (1994); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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.

General procedure: NHC-PdMNPs nanomagnetic catalyst (0.15 mol% Pd),aryl halide (1.0 mmol), phenylboronic acid (1.1 mmol) andpotassium carbonate (2.2 mmol) were placed in a roundbottomedflask. To the mixture, EtOH:H2O (1:1, 5 mL) wasadded and stirred at 70 C for various times. The progressof the reaction was monitored by TLC. After reaction completion,the mixture was cooled to room temperature andthe NHC-PdMNPs nanomagnetic catalyst was separatedby using an external magnet. To the filtrate, ethyl acetate(10 mL) and water (10 mL) were added. Ethyl acetate layerwas separated from the water layer using a separatory funneland dried with sodium sulphate. The dried ethyl acetatewas concentrated in vacuo and the product was purifiedby column chromatography using n-hexane and ethylacetate as eluents to afford the corresponding products ingood to excellent yields. All the coupling products wereknown molecules and were confirmed by comparing the melting point, 1H NMR and mass spectroscopic data withthe authentic samples.

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:
Article; Vishal; Fahlman, Bradley D.; Sasidhar; Patil, Shivaputra A.; Patil, Siddappa A.; Catalysis Letters; vol. 147; 4; (2017); p. 900 – 918;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 348-57-2, name is 1-Bromo-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. name: 1-Bromo-2,4-difluorobenzene

EXAMPLE 19 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium chloride/triphenylphosphine (0.05percent) A suspension of magnesium turnings (1.54 g; 63.3 mmoles-Pometon) in tetrahydrofuran (16.02 g) was heated at 65¡ã C. under stirring and under nitrogen. Then, iodine (0.02 g) and, after 30 minutes, 4-bromoanisole (11.69 g; 62.5 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75¡ã C. for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (11.4 g; 59.1 mmoles), palladium chloride (0.00526 g; 0.0297 mmoles–Fluka) and triphenylphosphine (0.03088 g; 0.1177 mmoles–Fluka) was de-aerated by vacuum/nitrogen at 25¡ã C. The mixture was heated at 85¡ã C., kept under stirring for 15 minutes and, then, solution A was added in 3 hours. At the end of the addition, the reaction mixture was kept at 85¡ã C. for 30 minutes. After cooling at 60¡ã C., a solution of 37percent hydrochloric acid (2 ml) in water (10 ml) was added in 20 minutes. The mixture was cooled at 40¡ã C. and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (98.5percent yield).

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

Reference:
Patent; Zambon Group S.p.A.; US5312975; (1994); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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.

To a stirred solution of l-bromo-2,4-difluorobenzene (0.9 mL, 8.01 mmol) in diethyl ether (50 mL) was added dropwise n-BuLi (5 mL , 8.01 mmol; 1.6 M solution) at -78 C under an inert atmosphere. After being stirred for 40 min at -78 ¡ãC, a solution of T (2.1 g, 8.01 mmol) in diethyl ether (50 mL) was added dropwise to the reaction mixture at -78 ¡ãC. Stirring was continued for another 20 min. After completion of the reaction (by TLC), the reaction mixture was quenched with saturated NH4C1 solution and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluent: 15-55percent EtOAc/hexanes) to afford ketone U (2.15 g, 6.24 mmol, 77.9percent). 1H NMR (200 MHz, CDCI3): delta 8.61 (d, J= 1.6 Hz, 1H), 7.96 (dd, J= 8.0, 1.6 Hz, 1H), 7.67-7.62 (m, 1H), 7.48 (d, J= 8.0 Hz, 1H), 6.98-6.67 (m, 2H), 1.98 (d, J F,H = 24.0 Hz, 3H). MS (ESI): m/z 343.9 [M+l] +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,4-difluorobenzene, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William J.; SCHOTZINGER, Robert J.; RAFFERTY, Stephen W.; WO2013/109998; (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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-2,4-difluorobenzene

To a solution of compound 97-4 (10 g, 51 mmol) in anhydrous THF (100 mL) was added slowly LDA (25 mL, 62 mmol) at ?78¡ã C., and the reaction solution was stirred for 1 h, after which ethylchlorosilane (10.5 mL, 57 mmol) was added and the resulting solution was stirred ?78¡ã C. for 2 h. After TLC indicated the reaction was complete, the reaction was quenched with saturated NH4Cl solution (aq., 100 mL), and the aqueous phase was extracted with EtOAc (200 mL¡Á3). The organic phases were combined, dried over anhydrous Na2SO4, filtered and evaporated to dryness by rotatory evaporation to give compound 97-5 (15.7 g, Yield 100percent, colourless oily liquid) which was directly used for the next step. LCMS (ESI) m/z: 309 (M+1) 1H NMR (CDCl3, 400 MHz): delta ppm 7.53-7.47 (m, 1H), 6.74 (t, J=8.4 Hz, 1H), 0.98-0.82 (m, 15H)

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,4-difluorobenzene

To a 0¡ã C. mixture of 1-bromo-2,4-difluorobenzene (20.0 g, 11.7 mL, 0.100 mol) and H2SO4 (76.8 mL) was added HNO3 (68.0 mL) over 45 min at such a rate that the internal temperature was <7¡ã C. The resulting mixture was stirred for 1 h at 0¡ã C., poured into ice water (400 mL), stirred vigorously for 2-3 min and extracted with CH2Cl2 (400 mL). The organic layers were washed with brine (1.x.500 mL), dried over Na2SO4, filtered and evaporated to give the product as a yellow oil (23.5 g, 95percent yield). 1H NMR (CDCl3) delta 8.39 (t, J=7.2 Hz, 1H), 7.14 (ddd, J=0.3, 7.8, 9.9 Hz, 1H). According to the analysis of related databases, 348-57-2, the application of this compound in the production field has become more and more popular. Reference:
Patent; H. Lundbeck A/S; US2006/79523; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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. 348-57-2

A suspension of Mg turnings (3.47 g, 143 mmol) in THF (250 mL) was heatedto 35 ¡ãC under nitrogen. A portion of 1-bromo-2,4-difluorobenzene (1 mL, 8.85 mmol) wasadded to the reactor, and the resulting mixture was heated at 35 ¡ãC for 30 mm to initiate the reaction. The reaction mixture was cooled to 30 ¡ãC, and the remainder of 1-bromo-2,4- difluorobenzene (16.4 mL, 145.15 mmol) was added to the reactor at 28?32 ¡ãC over 30 mm. The reaction was stirred at 30 ¡ãC for 2 h, at which point complete consumption of Mg was observed. The reaction was cooled to less than 0 ¡ãC, and a solution of ethyl 2-(5-(4- cyanophenoxy)pyridin-2-yl)-2,2-difluoroacetate (IV) (35 g, 110 mmol) in THF (100 mL) was added at less than 5 ¡ãC over 30 mm. The reaction was stirred at 0 ¡ãC for 1 h and quenchedinto a 2 N HC1 solution (150 mL) at less than 10 ¡ãC (pH = 1?2). The reaction was stirred at20 ¡ãC for 18 h, at which point HPLC analysis indicated that there was still about 10percent of the hemiketal intermediate of Formula IVa remaining. It was further stirred at 30 ¡ãC for 5 h, at which point HPLC analysis indicated that the hemiketal intermediate was fully consumed. The layers were separated, and the aqueous layer was extracted with EtOAc (100 mL). Thecombined organic layers was washed with a sat. NaHCO3 solution (100 mL), dried over anhydrous Na2SO4, filtered, and concentrated to give a light tan solid (45.6 g). The solid was dissolved in EtOAc (60 mL) at 60 ¡ãC, and heptane (100 mL) was added. The mixture was seeded and stirred at 20 ¡ãC for 18 h to afford a suspension. The suspension was filtered and the solid was dried to afford the desired product as a white solid (25.5 g). The filtrate wasconcentrated and recrystallized from MTBE (50 mL) and heptane (100 mL) to give a light brown solid (14.1 g) after drying, affording a combined yield of 90percent. ?H NMR (400 MHz, CDC13) 8.37 (d, J = 2.7 Hz, 1H), 8.08 (td, J = 8.4, 6.4 Hz, 1H), 7.87 (d, J = 8.6 Hz, 1H), 7.75 ?7.66 (m, 2H), 7.54 (dd, J = 8.6, 2.8 Hz, 1H), 7.17 ? 7.08 (m, 2H), 7.01 (dddd, J = 8.6,7.6, 2.5, 0.9 Hz, 1H), 6.84 (ddd, J= 11.0, 8.6, 2.4 Hz, 1H); ESIMS m/z 387.0 ([M+Hj).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 348-57-2, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YANG, Qiang; KNUEPPEL, Daniel; SULLENBERGER, Michael, T.; HAO, Yan; RYAN, Sarah; PATZNER, Jerod; WHITEKER, Gregory; (21 pag.)WO2017/87619; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary