Author: Jessica.F

Synthetic Route of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-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.

General procedure: A mixture of the styrene (3 mmol), the halogenated benzene (3 mmol), triethanolamine (3 mmol) and Pd (II) acetate (0.03 g) was stirred under argon at 100 C for 24 h. The reaction was cooled to 25 C, quenched by the addition of dil. aq. hydrochloric acid (2 N, 10 ml), and extracted with ether (3 × 100 ml). The organic phases were dried (Na2SO4), the solvents evaporated, and the crude product was subjected to chromatography (silica gel, hexane/ethyl acetate mixtures).

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; Csuk, Rene; Albert, Sabrina; Siewert, Bianka; Schwarz, Stefan; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 669 – 678;,
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. 13633-25-5, name is 1-Bromo-4-phenylbutane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-4-phenylbutane

To a stirred solution of tert-Butylprop-2-yn-1-ylcarbamate (300 mg, 1.93 mmol, 1 eq.) in dry DMF (1.93 mL) under nitrogen at 0C, was added NaH (93 mg, 60% in oil, 2.32 mmol, 1.2 eq.) in small portions. After stirring for 15min, (4-bromobutyl)benzene (410 muL, 2.34 mmol, 1.2 eq.) was added dropwise followed by KI(32 mg, 0.19 mmol, 0.1 eq.) and the reaction was warmed up to room temperature for 15 h.After completion of the reaction, water and brine were added and the aqueous layer wasextracted with Et2O (three times). Then, the combined organic layers were dried over MgSO4,filtered and concentrated under vacuum. The crude residue was purified by flash columnchromatography on silica gel (cyclohexane/DCM: 50/50) to afford 1h (446 mg, 1.54 mmol, 80%)as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 7.31-7.24 (m, 2H), 7.21-7.14 (m, 3H), 4.01 (br. s,2H), 3.33 (t, J = 6.6 Hz, 2H), 2.64 (t, J = 7.1 Hz, 2H), 2.16 (t, J = 2.4 Hz, 1H), 1.67-1.56 (m, 4H),1.45 (s, 9H); 13C NMR (100 MHz, CDCl3): delta 155.2 (br. s), 142.4 (br. s), 128.5 (2C), 128.4 (2C),125.8, 80.2, 80.0 (br. s), 71.4 (br. s), 46.4, 36.4 and 36.0 (br. S, rot.), 35.6, 28.6 (br. s), 28.5 (3C),27.6 (br. s).

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 13633-25-5.

Reference:
Article; Guissart, Celine; Dolbois, Aymeric; Tresse, Cedric; Saint-Auret, Sarah; Evano, Gwilherm; Blanchard, Nicolas; Synlett; vol. 27; 18; (2016); p. 2575 – 2580;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 54879-20-8, 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. 54879-20-8, name is 2-Bromo-3-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-bromo-3-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0° C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0° C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-5percent ethyl acetate in hexane to give product as light yellow oil.

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

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
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. 113170-72-2, name is 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 113170-72-2

Example 21 0.2 mol of 3-bromo-5-trifluoromethyl-phenylene-diamine and 150 ml of trifluoroacetic acid were refluxed for 3 hours. For working up, excess trifluoroacetic acid was distilled off and the residue was partitioned between 100 ml of water and 300 ml of ethyl acetate. The organic phase was separated off, washed in succession with in each case 100 ml of aqueous sodium hydrogencarbonate solution and water, dried over sodium sulphate and concentrated in vacuo. The residue was purified by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1:1). This gave 4-bromo-6-trifluoromethyl-2-trifluoromethyl-1H-benzimidazole of melting point 149-151 C.

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 113170-72-2.

Reference:
Patent; Bayer Aktiengesellschaft; US5656649; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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. Recommanded Product: 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were added iodobenzene (3a, 0.40 mL, 3.6 mmol) and Cu2O (0.027 g, 0.18 mmol), and a DMF solution of 2-Zn (0.60 M, 1.0 mL, 0.6 mmol). The whole was heated up at 100 C and stirred at that temperature for 24 h. After cooling to room temperature, the resultant was filtered through a short pad of silica gel using hexane as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography using hexanes as an eluent, leading to the corresponding compound 4a (0.036 g, 0.17 mmol) in 29% isolated yield as a colorless oil. 3,3,4,4-Tetrafluoro-4-phenylbut-1-ene (4a) [S1] Known compound; Yield: 29% (0.036 g, 0.17 mmol); Colorless oil (hexanes, Rf = 0.57); 1H NMR (CDCl3): 5.69 (d, J = 11.6 Hz, 1H, trans-CH2CHCF2), 5.83 (dt, J = 17.2, 1.6 Hz, 1H, cisCH2CHCF2), 6.02 (ddt, J = 17.2, 11.6, 11.5 Hz, 1H, CF2CH), 7.44-7.58 (m, 5H, ArH); 13C NMR (CDCl3): 115.1 (tt, J = 248.8, 37.2 Hz, CF2), 116.4 (tt, J = 252.1, 35.5 Hz, CF2), 124.1 (t, J = 9.9Hz, CH2), 126.7 (t, J = 24.8 Hz, CF2CH), 126.9 (td, J = 6.6, 1.7 Hz, Ar), 127.0-127.7 (m, Ar), 128.2 (Ar), 131.0 (t, J = 1.7 Hz, Ar); 19F NMR (CDCl3): 112.56 (s, 2F, CF2Ar), 114.95 (d, J = 11.46 Hz, 2F, CF2CH); IR (neat): 3071, 1653, 1424, 1286, 1243, 1130, 1070, 949 cm-1 ; HRMS (FAB) calcd for [M]+ C10H8F4: 204.0562, found 204.0558.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18599-22-9, its application will become more common.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-(trifluoromethyl)aniline

Reference Example 94 Synthesis of 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid A mixture of 3-amino-4-bromobenzotrifluoride (1.2 g), levulinic acid (1.0 g), p-TsOH (0.1 g) and benzene (10 ml) was heated to reflux for 3 hours using a Dean Stark tube. The reaction mixture was concentrated under reduced pressure, and a mixture of palladium acetate (60 mg), tris(o-tolyl)phosphine (0.15 g), triethylamine (0.8 g) and DMF (2 ml) was stirred with the obtained residue in a sealed tube for 20 hours at 120 C. Water and ethyl acetate were added to the reaction mixture, the insoluble portion was filtered out with celite and extraction was performed with ethyl acetate, and then after combining the organic layer and drying over sodium sulfate, the product was concentrated under reduced pressure. Methanol (20 ml) and concentrated sulfuric acid (1 ml) were added to the obtained residue and the mixture was heated to reflux for 2 hours. Water was added to the reaction mixture, which was then extracted with dichloromethane, dried over sodium sulfate and concentrated under reduced pressure. 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid methyl ester was purified from the obtained residue by silica gel column chromatography using a mixed solvent of hexane and dichloromethane. A 2 N sodium hydroxide aqueous solution (1 ml) and methanol (1 ml) were added to the obtained 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid methyl ester, and the mixture was heated to reflux for one hour. Water was added to the reaction mixture, which was then rendered acidic with concentrated aqueous hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate and concentrated under reduced pressure, to obtain 79 mg of the title compound as a colorless powder (6% yield). The NMR data for the obtained compound were as follows. NMR: (300 MHz, DMSO-d6) delta: 2.38 (3H,s), 3.62 (2H,s), 7.23 (1H,dd), 7.5-7.7 (2H,m), 11.32 (1H,s), 12.0-12.4 (1H,m)

The synthetic route of 454-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujiwara, Shinya; Ozaki, Tomokazu; Kozono, Toshiro; Hattori, Kunihiro; Esaki, Toru; US2003/162724; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 201138-91-2, The chemical industry reduces the impact on the environment during synthesis 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, I believe this compound will play a more active role in future production and life.

General procedure: The triolborate, dibromides (0.2 mmol), and palladium acetate (10 mol %) were placed in a flask under an atmosphere of nitrogen. DMF/H2O (4/1; 10 mL) was added, and the reaction mixture was stirred at room temperature for 16 h. The mixture was extracted with dichloromethane, dried over MgSO4, and then purified by chromatography on sili

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, 4,6-Dibromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Gao-Qiang; Yamamoto, Yasunori; Miyaura, Norio; Tetrahedron; vol. 67; 36; (2011); p. 6804 – 6811;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 65896-11-9, name is 2-Bromo-6-fluoroaniline, molecular formula is C6H5BrFN, 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: 2-Bromo-6-fluoroaniline

At 15 deg.C, 2-bromo-6-fluoroaniline (1.00 g, 5.26 mmol) and dimethylphosphine oxide (451.84 mg, 5.79 mmol) in water (20ml) mixture was added potassium carbonate ( 2.91 g, 21.05 mmol) and Pd / C (150 mg). The reaction mixture was stirred at 160 deg.C microwave heating for 3 hours. TLC (petroleum ether: ethyl acetate = 10: 1) showed the reaction was complete. The reaction mixture (20mL × 4) and extracted with dichloromethane. The combined organic layer was filtered, the filtrate was concentrated and purified by column chromatography (dichloromethane: methanol = 1: 0-10: 1) afforded the title compound (100mg, yield 10.16%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65896-11-9, its application will become more common.

Reference:
Patent; Nanjing Mingde New Drug Research and Development Co. Ltd.; Qilu Pharmaceutical Co., Ltd.; Ding, Zhaozhong; Zhang, Minghui; Chen, Shuhui; Liu, Xile; Zhu, Yidong; Fan, Chuanwen; Zhao, Baoping; Zhang, Long; Chen, Dong; Yang, Yingying; Zheng, Qingmei; Zheng, Shansong; Wan, Haiwen; Hu, Jinqing; (93 pag.)CN105330698; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 586-61-8, The chemical industry reduces the impact on the environment during synthesis 586-61-8, name is 1-Bromo-4-isopropylbenzene, I believe this compound will play a more active role in future production and life.

[0001248] A mixture of l-bromo-4-isopropylbenzene (30 mg, 0.15 mmol), Compound 356A (75 mg, 0.15 mmol), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) (7 mg, 8.2 muiotaetaomicron), sodium carbonate (32 mg, 0.30 mmol), water (0.5 mL), and 1,4-dioxane (5 mL) was stirred under nitrogen atmosphere at 80 C for 2 h. After cooling, the reaction mixture was treated with water (5 mL), extracted with ethyl acetate (10 mL x 3), washed with brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with prep-HPLC to furnish Compound 357. LC-MS (ESI) m/z: 547 [M+H]+; 1H- NMR ((CD3)2CO, 400 MHz): delta (ppm) 1.64 (m, 6H), 2.08-2.11 (m, 3H), 2.17-2.23 (m, 1H), 2.96-3.043 (m, 4H), 3.17-3.82 (m, 4H), 4.21-4.33 (m, 3H), 4.37 (d, 1H), 4.69-5.75 (m, 2H), 6.85-7.07 (m, 2H), 7.35-7.43 (m, 2H), 7.46-7.79 (m, 3H), 7.81-7.87 (m, 1H), 7.89-7.98 (m, 1H), 8.02-8.14 (m, 1H).

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-4-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary