Month: September 2021

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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C7H7BrFN

To a solution of (4-bromo-2-fluorophenyl) methanamine (2.5 g, 12 mmol) in CH2Cl2 (50 mL) at 0 C was added di-tert-butyl dicarbonate (4.01 g, 18 mmol) and triethylamine (2.6 mL, 18 mmol). The mixture was allowed to warm to room temperature and stirred for 2h. Water was added (50 mL) and the layers were separated. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash silica column chromatography (heptane:ethyl acetate) (1:0 to 4:1) to afford the title compound as a colorless oil. (2.7 g, 71%). 1H NMR (400 MHz, DMSO-d6) delta ppm 7.21-7.26 (m, 3 H), 4.90 (br s, H), 4.27-4.33 (m, 2 H), 1.44 (s, 9 H).

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; Emergent Product Development Gaithersburg Inc.; Roussel, Patrick; Heim, Jutta; Schneider, Peter; Bartels, Christian; Liu, Yaoquan; Dale, Glenn; Milligan, Daniel; (107 pag.)EP3034078; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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 327-51-5 as follows.

1,4-Dibromo-2,5-difluorobenzene, 4-methoxycarbonylphenylboronic acid, potassium carbonate and tetrakis (triphenylphosphine) palladium were placed in a reaction In the reactor, and ethylene glycol dimethyl ether was added to the reactor, Then under the protection of nitrogen at 85 C for 36h after the first reaction A reaction solution, after the first reaction solution is cooled, The first reaction solution was poured into water and extracted with dichloromethane, and then ethylene glycol dimethyl ether was removed, The remaining material after pumping away ethylene glycol dimethyl ether, separated and purified by silica gel column chromatography to give To the intermediate product 2 ‘, 5′-difluoro- [1,1’: 4 ‘, 1 “-terphenyl] -4,4” -dimethyl ester;

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong University of Technology; He Jun; Huang Jian; Cao Peng; He Yonghe; Huang Jiahong; (22 pag.)CN105542751; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10485-09-3, 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. 10485-09-3, name is 2-Bromoindene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Production Example 1 Synthesis of a Li salt of 2,2′-diindenyldimethylsilane In a 200 ml-two-neck flask, THF (10 ml) and Mg (2.5g, 1.0 mmol) were incorporated. Further, 1,2-dibromoethane (0.1 ml) was added. The resultant was stirred at room temperature for 10 minutes, whereby the Mg surface was activated. To this, 2-bromoindene (5.0g, 26 mmol) which had been dissolved in THF (40 ml) was added dropwise by means of a pressure equalizing funnel. The resulting reaction mixture was cooled on ice bath, and then, dichlorodimethylsilane (29.7 ml, 246 mmol) was added dropwise. After stirring the reaction mixture for overnight, the solvent was distilled off. Extraction was conducted from the resulting solid by using hexane (50 ml * 2). By subjecting the resulting extraction solution to evaporation dryness, 2,2′-diindenyldimethylsilane was obtained as a pale yellow oily product (3.47g, 12.0 mmol, 94%).

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, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; YABUGAMI, Minoru; OKAMOTO, Takuji; EP2650300; (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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, A new synthetic method of this compound is introduced below., name: 4-Bromo-2-fluorobenzotrifluoride

Into a 10000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tetrahydrofuran (5000 mL), NH(i-Pr)2 (249 g, 1.20 equiv). This was followed by the addition of n-BuLi (905 mL, 1.10 equiv) dropwise with stirring in 30 min at -70C. The resulting solution was stirred for 0.5 hr at -30C. To this was added 4-bromo-2-fluoro- l-(trifluoromethyl)benzene (500 g, 2.06 mol, 1.00 equiv) dropwise with stirring at -78C in 2 hr. The resulting solution was stirred for 2 hr at -78C. The reaction was then poured into 1000 g of C02(s) at -70C. The pH value of the solution was adjusted to 3 with hydrogen chloride (2N) (1.5 mol/L). The resulting solution was extracted with 3×2000 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 301 g (50%) of 6-bromo-2-fluoro-3-(trifluoromethyl)benzoic acid as a white solid.

The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MANDAL, Mihir; TANG, Haifeng; XIAO, Li; SU, Jing; LI, Guoqing; YANG, Shu-Wei; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; HICKS, Jacqueline; LOMBARDO, Matthew; CHU, Hong; HAGMANN, William; PASTERNAK, Alex; GU, Xin; JIANG, Jinlong; DONG, Shuzhi; DING, Fa-Xiang; LONDON, Clare; BISWAS, Dipshikha; YOUNG, Katherine; HUNTER, David, N.; ZHAO, Zhiqiang; YANG, Dexi; WO2015/112441; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

EXAMPLE 24A Methyl 2-(4-fluorophenyl)-2,5,5-trimethylhexanoate A solution of the compound of Example 22A (11.75 g, 64.6 mmol) in tetrahydrofuran (30 mL) was added dropwise over 20 min to a -78 C. solution of lithium hexamethyldisilazide (previously prepared from hexamethyldisilazane (17.0 mL, 80.7 mmol) and n-butyllithium in hexane (2.5 M, 31.0 mL, 77.5 mmol)) in tetrahydrofuran (40 mL) and allowed to stir at that temperature for 1 h. The solution was then treated with 1-bromo-3,3-dimethylbutane (12.0 mL, 83.9 mmol), followed by stirring at -78 C. for 30 min, and then warming to 25 C. for 18 h. The solution was quenched by addition of saturated ammonium chloride solution (4 mL) and then concentrated in vacuo. The residue was diluted with ethyl acetate and water. The organic layer was extracted with water (2*), saturated NaCl solution and dried (Na2SO4). Concentration in vacuo afforded an oil, which was distilled under reduced pressure (90-93 C./0.3 mm Hg) to afford the product (4.85 g, 28%) as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 0.86 (s, 9H) 1.03 (m, 2H) 1.51 (m, 3H) 1.86 (m, 1H) 2.00 (m, 1H) 3.65 (m, 3H) 7.03 (m, 2H) 7.27(m, 2H).

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-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hutchinson, Douglas K.; Bellettini, John R.; Betebenner, David A.; Bishop, Richard D.; Borchardt, Thomas B.; Bosse, Todd D.; Cink, Russell D.; Flentge, Charles A.; Gates, Bradley D.; Green, Brian E.; Hinman, Mira M.; Huang, Peggy P.; Klein, Larry L.; Krueger, Allan C.; Larson, Daniel P.; Leanna, M. Robert; Liu, Dachun; Madigan, Darold L.; McDaniel, Keith F.; Randolph, John T.; Rockway, Todd W.; Rosenberg, Teresa A.; Stewart, Kent D.; Stoll, Vincent S.; Wagner, Rolf; Yeung, Ming C.; US2005/107364; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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. SDS of cas: 4333-56-6

A flame dried two-neck round bottom flask fitted with a reflux condenser and N2 outlet was charged with anhydrous THF, freshly activated Mg (120 mg, 4.95 mmol) and a catalytic amount of iodine. A small portion of cyclopropyl bromide dissolved in THF was added. Afier initiation of reflux, the reaction mixture was cooled to -20 C. and the remaining cyclopropyl bromide (500 mg, 4.13 mmol) was gradually added. Afier 30 mm a freshly distilled solution of glyoxalate 45 (549 mg, 5.37 mmol) in THF was added over a 10 mm period and the resulting solution was stirred at -20 C. for 2 h before being quenched with a small amount of watet After 10 mm the reaction mixture was thrther diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The organic extracts were combined, dried over anhydrous Mg504, filtered, concentrated in vacuo and purifiedby column chromatography eluting with ethyl acetate/nhexane (a gradient of 10-20%) to furnish ethyl a-hydroxy132 cyclopropaneacetate (422 mg, 71%) as a viscous oil. The oil (350 mg, 2.43 mmol) was dissolved in anhydrous DCM and cooled to 0 C. Then Ph3P (2.04 gm, 7.78 mmol) was added followed by C13r4 (1.20 gm, 3.64 mmol). The reactionmixture was stirred at 0 C. for 2 h and then concentrated in vacuo. The Ph3PO was precipitated by addition of n-hexane and removed by filtration. The crude reaction mixture was purified by flash column chromatography to furnish ethyl a-bromocyclopropaneacetate (46, R=c-Pr): (311 mg, 62%yield).

The synthetic route of Bromocyclopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brandeis University; University of Georgia Research Foundation, Inc.; The Brigham and Women’s Hospital, Inc.; Hedstrom, Lizbeth K.; Cuny, Gregory D.; Gollapalli, Deviprasad R.; Kirubakaran, Sivapriya; Maurya, Sushil K.; Striepen, Boris; Gorla, Suresh K.; Johnson, Corey R.; Kavitha, Mandapati; Khan, Jihan; (149 pag.)US10125116; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, 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 2695-48-9 as follows.

To a mixture of magnesium turnings (613.5 mg, 25.25 mmol) in dry diethyl ether (30 ml) was added 8-bromo-1-octene (4.236 ml, 25.25 mmol) and stirred at room temperature for 1 h until magnesium was dissolved. Then to the Grignard solution was added dry benzene (15 ml) and followed 5,5,6,6,6-pentafluorohaxaxenitrile (1.89 g, 10.10 mmol) dissolved in dry diethyl ether (15 ml) was added dropwise at room temperature. After the reaction mixture was stirred for 1 h, 1N hydrochloric acid solution (27 ml) was added and stirred for 1 hour additionally. Then to the reaction solution was added water, which was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (n-hexane:ethyl acetate=9:1) to give 1.892 g (yield: 62%) of the title compound as a colorless oil. [01353] 1H-NMR (270 MHz, CDCl3) delta: 5.83-5.71 (m, 1H, CH2CH), 4.96 (d, J=17 Hz, 1H, CH2CH), 4.92 (d, J=11 Hz, 1H, CH2CH), 2.51 (t, J=7 Hz, 2H, COCH2), 2.39 (t, J=7 Hz, 2H, COCH2), 2.03-1.83 (m, 6H, CH2CHCH2 and CF2CH2CH2), 1.56 (m, 2H, COCH2CH2), 1.29 (m, 6H, CH2CH2CH2).

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6645951; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 179737-33-8, 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 179737-33-8 as follows.

In an Ar atmosphere, 20.00 g (73.56 mmol) of 2,3-dibromo-1,4-difluorobenzene, 12.30 g (1.1 equiv, 80.9 mmol) of 2-methoxyphenylboronic acid, 80.92 g (3 equiv, 220.7 mmol) of K2CO3, 4.25 g (0.05 equiv, 3.7 mmol) of Pd(PPh3)4, and 515 mL of a mixed solution of toluene/EtOH/H2O (4/2/1) were sequentially added to a 1,000-mL three-neck flask, and heated and stirred at a temperature of 80 C. for 5 hours. After cooling to room temperature, the reaction solution was extracted therefrom by using toluene. A water layer was removed therefrom, and an organic layer was cleaned by using saturated saline and dried by using MgSO4. MgSO4 was filtered and separated and the organic layer was concentrated. A crude product obtained therefrom was purified by silica gel column chromatography (mixed solvent of hexane and toluene was used in a development layer) to obtain Intermediate IM-1 (16.94 g, yield of 77%). (0394) Intermediate IM-1 was identified by observing the mass number m/z=299 as the molecular ion peak through FAB-MS.

According to the analysis of related databases, 179737-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Display Co., Ltd.; Uno, Takuya; (153 pag.)US2019/389877; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 1435-52-5 as follows. Recommanded Product: 1,4-Dibromo-2-fluorobenzene

To a stirred solution of 1,4-dibromo-2-fluorobenzene (100 g, 395.2 mmol) in ethylene glycol(510 mL), NMP (50 mL) was added at rt under N2 atmosphere. Then tBuOK (155.2 g,1383.0 mmol) was added slowly over 10 mm at 10 C. The reaction mixture was heated at100 C for 12 h. The completion of the reaction was monitored by TLC. The reaction mixture was cooled to rt and diluted with water (200 mL) and stirred for 15 mm at rt. The resulting solid was filtered and washed with ethylene glycol (2 x 30 mL). Water (2200 mL) was added to the filtrate, the solution was cooled to 15 C and stirred for I h. The resulting precipitate was filtered and washed with water (2 x 100 mL), pet ether (2 x 100 mL) and dried. It was further dried with the addition of toluene and its evalportaion (3 x 200 mL). It was then use in the next step without further purification. Yield: 77.5% (90 g, pale brown solid). 1H NMR (400 MHz, CDCI3): 6 7.41 (d, J = 8.4 Hz, I H), 7.06 (d, J = 2.0 Hz, I H), 7.02 (dd, J = 8.4, 2.4 Hz, IH), 4.14 (t, J = 4.4 Hz, 2H), 4.03-4.00 (m, 2H), 2.36 (t, J = 6.4 Hz,IH).

According to the analysis of related databases, 1435-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 502496-36-8,Some common heterocyclic compound, 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline, molecular formula is C7H7BrFN, 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.

[00404] 3-Bromo-5-fluoro-2-methyl-aniline (725 mg, 3.55 mmol), bis(pinacolato)diboron(1 .08 g, 4.26 mmol) and potassium acetate (1 .05 mg, 10.7 mmol) were mixed in 1 ,4-dioxane (35 mL) and nitrogen gas was blown through for 5 minutes. 1,1-Bis(diphenyl-phosphino)ferrocene- palladium(1,1)dichloride DCM adduct (174 mg, 0.21 mmol) was added and the mixture was heated under ref lux conditions for 4 hours. The reaction was allowed to cool – excess dioxanewas removed and the residue was diluted with EtOAc and filtered through celite. The organic solution was concentrated. The crude material was purified by column chromatography (24g silica) with a gradient 0 – 50% EtOAc in hexanes to give 5-fluoro-2-methyl-3-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (0.761 g, 2.79 mmol, 78.5%).[00405] 1H NMR (DMSO-d6): O 6.91 (dd, J= 2.7 and 9.0 Hz, 1H), 6.50 (dd, J= 2.6 and10.0 Hz, 1H), 3.88 (bs, 2H), 2.34 (5, 3H), 1.36 (5, 12H).

The synthetic route of 502496-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; GOLDBERG, Kristin; HAMILTON, Niall; JONES, Stuart; JORDAN, Allan; LYONS, Amanda; NEWTON, Rebecca; OGILVIE, Donald; WASZKOWYCZ, Bohdan; WO2015/79251; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary