Category: bromides-buliding-blocks

2550-36-9, name is (Bromomethyl)cyclohexane, 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. HPLC of Formula: C7H13Br

Step 1 : Ethyl 1-(cvclohexylmethyl)-5-methyl-1 H-pyrrole-2-carboxylate (1a)A solution of ethyl 5-methyl-1 –pyrrole-2-carboxylate (15.0 g, 98.0 mmol), (bromo- methyl)cyclohexane (17.6 g, 100 mmol) and K2C03 (41.4 g, 300 mmol) in dry DMF (150 mL) was stirred at 50C overnight, then cooled to rt and filtered. To the filtrate was added NaH (12.0 g, 60%, 300 mmol) slowly. Then the mixture was stirred overnight at 50C. The reaction mixture was quenched with water and extracted with EA twice. The combined organic phases were washed with water (3 x) and brine (2 x), dried over Na2S04l filtered, concentrated and purified by CC (EA/PE = 1/20) to give compound 1a (19.9 g, 82%) as a white solid.

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
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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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H2BrF3

In an oven-dried flask, dried halogen-group-containing compounds (2.3 equiv) were added to dry THF containing magnesium metal (Mg) (2.3 equiv, with glass pieces to activate the magnesium metal) at room temperature under nitrogen. The reaction mixture was stirred vigorously until Grignard generation occurred. The lactone (1 equiv dissolved in 40 mL of THF) was added dropwise to the Grignard reagent solution, and the mixture was stirred at room temperature for 16 h and monitored by TLC. The mixture was treated with saturated aqueous NH4Cl (20 mL) and then extracted with AcOEt (3¡Á10mL). The combined organic phases were dried over Na2SO4 and the solvent was removed by an evaporator. The residue was purified by silica-gel column chromatography (AcOEt/hexane). In another experiment, the ring-opening reactions of homoserine lactone with select Grignard reagents were carried out using 2.7 equiv ArMgBr at r.t. and 50C for 2 h.

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guendo?du, Oezlem; Turhan, P?nar; Koese, Aytekin; Altunda?, Ramazan; Kara, Yunus; Tetrahedron Asymmetry; vol. 28; 9; (2017); p. 1163 – 1168;,
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Application of 556-96-7, 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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Heck coupling reactions were carried out in air. In a typicalexperiment, an oven-dried, sealed tube equipped with amagnetic stir bar was charged with aryl bromide (0.1 mmol),styrene (0.12 mmol) and a base (0.12 mmol). The catalyst solution(0.0004 mmol catalyst in 2.0 ml solvent) was then added.The reaction mixture was placed in a silicon oil bath at 140Cand stirred. After the required reaction time, the mixture wasallowed to cool to room temperature, dilutedwith CH2Cl2, andwashed withHCl aqueous solution and brine. The organic phasewas separated and dried over Na2SO4, and the solventwas evaporated.The residue was chromatographed on silica gel using anethyl acetate/hexane (1:5) mixture as eluent. Conversion percentageswere determined fromthe solution by GC analysis, andisolated yields, which were characterized by 1H and 13C NMR,determined by GC based on ArBr

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

Reference:
Article; Altan, Orhan; Serinda?, Osman; Say?n, Koray; Karaka?, Duran; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 7; (2016); p. 993 – 999;,
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Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, molecular formula is C7H13Br, 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. Quality Control of 7-Bromo-1-heptene

To a solution of methyl isobutyrate (2g; 19.60 mmol) in 25ml of THF at -78C was added lithium diisopropylamide (2.0M, 1.2 equiv; 11.77ml) dropwise. After 30 minutes, a solution of 7-bromo-1-heptene (1.2 equiv; 4.14g) in 5ml of THF was added slowly. The reaction was stirred at room temperature for 1-2 hours (until TLC showed completion), then it was diluted with ether and washed with 1M HCl, then water and finally brine. It was dried over sodium sulfate and purified on silica gel (5% ethyl acetate/hexane) to yield 3.25g (87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4117-09-3, its application will become more common.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH & HUMAN SERVICES; KEYES, Gregory; RAMSDEN, Christopher; (158 pag.)WO2019/10414; (2019); A1;,
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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. 4117-09-3, name is 7-Bromo-1-heptene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4117-09-3

To a solution of ethyl 2-oxocyclopentane-l -carboxylate (3.56 mL, 26.7 mmol, 1 equiv.) in acetone (62 mL) at r.t. was rapidly added potassium carbonate (8.43 g, 60.4 mmol, 2.25 equiv.) and potassium iodide (1.43 g, 8.55 mmol, 0.32 equiv.). After stirring for 10 min, a solution of 7-bromohept-l-ene (4.23 mL, 26.9 mmol, 1.01 equiv.) in acetone (17 ml) was added and the reaction was refluxed for 23 h. Diethyl ether (100 mL) was added, the mixture was filtered on a Celite pad and the solvent was evaporated. The residue was diluted with ether, washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford ethyl l-(hept-6-en-l-yl)-2-oxocyclopentane-l -carboxylate as an oil (6.37 g, 88 % purity, 92 % yield).

The synthetic route of 4117-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FIRMENICH SA; COULOMB, Julien; DEMOLE, Edouard; (29 pag.)WO2020/78892; (2020); A1;,
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Some common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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 1-Bromo-4-methylpentane

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.2 1-(2-Hydroxy-6-(4-methylpentyloxy)phenyl)ethanone (3b) Yield 45%; light green liquid; Rf 0.60 (1:9 EA: HX); IR (KBr) 3335, 2917, 2850, 1618 cm-1; 1H NMR (CDCl3) delta 13.26 (s, 1H), 7.31 (t, J = 8.2 Hz, 1H), 6.54 (dd, J = 0.8, 8.4 Hz, 1H), 6.36 (d, J = 8.2 Hz, 1H), 4.01 (t, J = 6.5 Hz, 2H), 2.70 (s, 3H), 1.92-1.85 (m, 2H), 1.58-1.51 (m, 1H), 1.38-1.31 (m, 2H) 0.84 (d, J = 6.5 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 626-88-0, its application will become more common.

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
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Reference of 1435-53-6, A common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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: 8.1 1,3-Diphenyl-4-fluorobenzene (11a): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (253 mg, 0.78 mmol), Pd(PPh3)4 (3 mol%), phenylboronic acid (94 mg, 0.78 mmol) and 1,4-dioxane (4 mL), 11a was isolated as a colorless oil (54 mg, 55%). 1H NMR (300 MHz, CDCl3): delta = 7.09-7.16 (m, 1H, ArH), 7.23-7.32 (m, 2H, ArH), 7.33-7.45 (m, 5H, ArH), 7.47-7.63 (m, 5H, ArH). 13C NMR (75 MHz, CDCl3): delta = 116.3 (d, J = 23.6 Hz, CH), 127.1 (2CH), 127.6 (d, J = 8.02 Hz, CH), 128.6 (2CH), 128.9 (2CH), 129.1 (CH), 129.6 (CH), 130.9 (CH), 132.5 (C), 135.8 (C), 137.7 (d, J = 3.57 Hz, C), 140.2 (C), 159.4, (d, JCF = 249.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -120.67 (CF). IR (ATR, cm-1): , 3029 (w), 2956 (w), 2927 (w), 2857 (w), 1948 (w), 1883 (w), 1806 (w), 1723 (m), 1600 (w), 1539 (w), 1478 (s), 1392 (w), 1332 (w), 1257 (m), 1183 (w), 1121 (m), 1073 (m), 1000 (w), 945 (w), 892 (m), 823 (s), 759 (s), 721 (m), 693 (s), 631 (s), 584 (s), 539 (m). MS (EI, 70 eV); m/z (%) = 248 (100) [M]+. HRMS (EI) calcd. for C18H13OF [M]+: 248.09958; found 248.89357.

The synthetic route of 1435-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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. Safety of 2-(4-Bromophenyl)ethanamine

Preparation of N-(4-bromophenethyl)-2,2,2-trifluoroacetamide:; To a solution of 2-(4-bromophenyl)ethanamine (10 g, 50 mmol) and NEt3 (13.9 mL, 100 mmol) in 50 mL of dry THF at room temperature was slowly added TFAA (7.76 mL, 55 mmol). After stirring at room temperature for 1 h, the reaction mixture was quenched with Sat. NaHCO3 solution, extracted with EtOAc, washed with brine, dried over Na2SO4, and evaporated in vaco to give N-(4-bromophenethyl)-2,2,2-trifluoroacetamide as a white solid.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Askew, Benny C.; Aya, Toshihiro; Biswas, Kaustav; Cai, Guolin; Chen, Jian J.; Han, Nianhe; Liu, Qingyian; Nguyen, Thomas; Nishimura, Nobuko; Nomak, Rana; Peterkin, Tanya; Qian, Wenyuan; Yang, Kevin; Yuan, Chester Chenguang; Zhu, Jiawang; D’ Amico, Derin C.; Human, Jason B.; Huang, Qi; US2006/25400; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1422-54-4, name is 2-Bromo-6-fluorotoluene, 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 1422-54-4, HPLC of Formula: C7H6BrF

Sodium benzyloxide was prepared by adding benzyl alcohol (20 mmol) to a suspension of NaH (20 mmol) in N-methylpyrrolidone . The freshly prepared solution (10.8 mmol) was added to 1- bromo-3-fluoro-2-methylbenzene (5.41 mmol) in N methylpyrrolidone . The reaction was heated at 100 C and was monitored by TLC until complete consumption of the starting material. Water and ethyl acetate were added, the aqueous layer was separated and the organic layer was washed with water, dried over MgS04, filtered and concentrated. The residue was chromatographed with hexane/EtOAc mixture. Yield: 92%. 1H NMR (500 MHz, CDC13) delta 7.49-7.39 (m, 4H) , 7.37 (d, J = 7.0 Hz, 1H) , 7.20 (d, J = 8.0 Hz, 1H) , 7.02 (t, J = 8.1 Hz, 1H) , 6.86 (d, J = 8.2 Hz, 1H) , 5.09 (s, 2H) , 2.41 (d, J = 3.3 Hz, 3H) . 13C NMR (126 MHz, CDC13) delta 157.5, 137.0, 128.6, 128.0, 127.3, 127.3, 127.2, 126.0, 125.0, 110.7, 70.5, 16.0. MS (EI) m/z 277 (M+) .

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; RIJKSUNIVERSITEIT GRONINGEN; DOeMLING, Alexander; (85 pag.)WO2017/118762; (2017); A1;,
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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 1647-26-3 as follows. Recommanded Product: 1647-26-3

EXAMPLE 8 5-[N-(2-cyclohexyl)-ethyl]-amino-2-(3,5-diethoxyphenyl)-2-isopropylvaleronitrile 30.4 g (0.1 mole) of 5-amino-2-(3,5-diethoxyphenyl)-2-isopropylvaleronitrile and 19.1 g (0.1 mole) of 2-bromoethylcyclohexane gave, after chromatographic purification of the product, 25.7 g (62%) of the base, the procedure used being similar to that described in Example 5.

According to the analysis of related databases, 1647-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF Aktiengesellschaft; US4940780; (1990); A;,
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