Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 106-37-6, name is 1,4-Dibromobenzene, 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 106-37-6, Recommanded Product: 106-37-6

1 Synthesis of 4-Decylbromobenzene: In a reaction flask were charged 10.2 g of metallic magnesium, 100 ml of THF, and a small amount of iodine in a nitrogen stream, and a part of 500 ml of a THF solution containing 100 g of 1,4-dibromobenzene was added thereto dropwise to initiate reaction. Then, the rest of the solution was added dropwise at 25 to 30 C. over a 2-hour period, and the mixture was allowed to react at 40 C. for 1 hour, followed by cooling to prepare a Grignard reagent. Separately, 187 g of decyl bromide, 500 ml of benzene, 98.3 g of N,N,N’,N’-tetramethylethylenediamine, and 2.1 g of copper (I) chloride were put in a reaction flask, and the atmosphere was displaced with nitrogen. The mixture was heated to 50 C., and the above prepared Grignard reagent was added thereto dropwise at that temperature over 30 minutes. The reaction mixture was allowed to react for 24 hours, cooled, and poured into a saturated aqueous ammonium solution, and extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate to recover 107 g of a crude product. The crude product was distilled in a Claisen flask equipped with a Vigreaux tube cylinder to obtain 43.7 g of the title compound.

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

Reference:
Patent; Takasago International Corporation; US5716542; (1998); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 90562-10-0, 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. 90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(41-4) Synthesis of [5-(2-{4-[3-(4-bromophenyl)propoxy]-3-trifluoromethylphenyl}ethyl)-2,2-dimethyl-1,3-dioxan-5-yl]carbamic acid t-butyl ester (compound 41-4) Reference Example compound 2-6 (500 mg) was dissolved in N,N-dimethylformamide (10 ml), potassium carbonate (494 mg) and compound 41-3 (447 mg) were added, and the mixture was stirred at 80C for 1.5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the object product (820 mg) as a white solid. 1H-NMR(CDCl3) 5 (ppm): 1.43(3H, s), 1.44(3H, s), 1.47(9H, s), 1.93-1.98(2H, m), 2.06-2.10(2H, m), 2.51-2.56(2H, m), 2.77-2.81(2H, m), 3.69(2H, d, J=11.7Hz), 3.89(2H, d, J=11.7Hz), 3.96(2H, t, J=6.0Hz), 5.00(1H, brs), 6.83(1H, d, J=8.5Hz), 7.05-7.09(2H, m), 7.24-7.27(1H, m), 7.36-7.43(3H, m).

The synthetic route of 1-Bromo-4-(3-bromopropyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, COA of Formula: C7H5BrO2

Step A: 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl esterTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1.62 g, 5.22 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in 1,2-Dimethoxyethane (45.0 ml) and Na2CO3 2M (8.28 ml, 16.6 mmol). The resulting suspension was degassed using a stream of argon in an ultrasonic bath during 5 min. Then triphenylphosphine (261 mg, 995 mumol) and palladium (II) acetate (112 mg, 497 mumol) was added and the reaction mixture was stirred over night at 85 C. The reaction was cooled to rt, diluted with 40 mL of water and the mixture extracted with ethyl acetate (3×50 mL). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane) to yield 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as a yellowish liquid (1.22 g, 80.8%). MS (ISP) m/z=304.4 [(M+H)+].

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; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2012/225868; (2012); 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. 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, This compound has unique chemical properties. The synthetic route is as follows., name: 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

23.6 g (63.17 mmol) of the compound represented by the formula [1-b] obtained from the above-mentioned scheme 2 and 3.3 g (82.1 mmol) of 60% sodium hydride were placed in 200 ml of dimethylformamide and stirred at room temperature for 30 minutes . Thereafter, 15.7 g (63.17 mmol) of the compound represented by the formula [3-b] obtained from the above-mentioned Reaction Scheme 13 was dissolved in 150 ml of dimethylformamide, and the mixture was slowly added dropwise, followed by stirring for 1 hour. After completion of the reaction, 20 ml of distilled water was added, followed by filtration and recrystallization to obtain 16.0 g of a compound represented by the formula (3-c). (Yield: 43%)

According to the analysis of related databases, 21865-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC Ltd.; P’yo Seong-wan; Lee Se-jin; (61 pag.)KR101970987; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 768-90-1, name is 1-Bromoadamantane, 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 768-90-1, Computed Properties of C10H15Br

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 × 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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:
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1786-36-3, 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. 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under a nitrogen atmosphere, nickel bromide (4.4 mg, 0.02 mmol),4,4′-dimethyl-2,2′-bipyridine (3.68 mg, 0.02 mmol),Tetrabutylammonium iodide (14.77 mg, 0.04 mmol) manganese powder (43.95 mg, 0.8 mmol),Add solvent NMP (0.5 mL) and stir well.Weigh 4-bromobiphenyl (46.62mg, 0.2mmol) in NMP (0.5mL),After dissolution, add (2-bromo-1-fluoroethyl) benzene (60.92 mg, 0.3 mmol) and mix well.The solution was transferred to a sealed tube. After sealing, the reaction was stirred in an oil bath at 80 C for 24 hours.The reaction solution was cooled to room temperature, and an equal volume of a saturated ammonium chloride solution was added to the diluted reaction solution with ether (5 mL), filtered through a diatomaceous earth funnel, rinsed with a small amount of ether, and the filtrate was collected.The filtrate was extracted three times with diethyl ether, and the organic phases were combined (add internal standard dodecane,GC-MS determined crude yield). Dry over anhydrous sodium sulfate, filter, and remove the solvent by distillation under reduced pressure.After the residue was separated by silica gel column chromatography, the product was weighed.The calculated yield was 39%.

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-Bromo-1-fluoroethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Qing Chemical University; Yang Yi; Luo Gen; Li Youlin; Tong Xia; He Mengmeng; Jiang Yan; Liu Yingle; Shu Yumei; Zheng Yubin; Lu Wenjie; Zhao Yanchuan; (22 pag.)CN110803977; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 5401-62-7, name is 1,2-Dibromocyclohexane, molecular formula is C6H10Br2, 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. category: bromides-buliding-blocks

General procedure: To a stirred solution of bisphenol (5/12) (1 mmol) in MeCN (15 mL) was added K2CO3 (5 mmol) and theresultant suspension was stirred for 30 min. Then, 1,6-dibromohexane (3 mmol) was added dropwise overa period of 10 min. Further, the crude reaction mixture was stirred for 12 h at reflux. At the conclusion ofthe reaction (TLC monitoring), the crude mixture was filtered through celite pad (washed with CH2Cl2)and concentrated under reduced pressure. The crude product was purified by column chromatography.Cyclophane products (7 and 18) data obtained by this procedure was compared with data obtained byhydrogenation process.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5401-62-7, its application will become more common.

Reference:
Article; Kotha, Sambasivarao; Waghule, Gopalkrushna T.; Heterocycles; vol. 90; 2; (2015); p. 1289 – 1298;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 128259-71-2, A common heterocyclic compound, 128259-71-2, name is 2,5-Dibromo-1,3-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.

45 mL of an N-methylpyrrolidone suspension of 10.0 g (36.8 mmol) of 2,5-dibromo-1,3-difluorobenzene, 16.6 g (110.4 mmol) of 4-(tert-butyl)phenol, and 15.3 g (110.4 mmol) of K2CO3 was stirred at a temperature of 170 C. for 20 hours under a nitrogen atmosphere. The reaction mixture was diluted with toluene, and water was poured to extract an organic layer therefrom. The organic layer was washed with water, dried by using MgSO4, and filtered and concentrated by silica gel. The residue obtained therefrom was diluted with ethanol and filtered to obtain 15.7 g (80%) of Intermediate 1.

The synthetic route of 128259-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Display Co., Ltd.; Industry Academic Cooperation Foundation Kyunghee University; PARK, Miehwa; KWON, Janghyuk; KIM, Taekyung; LEE, Juyoung; JEONG, Hyein; AHN, Daehyun; SHIN, Daeyup; KIM, Siwoo; MOON, Jisu; (85 pag.)US2019/315776; (2019); 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. 73096-42-1, name is 5-(2-Bromophenyl)tetrazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H5BrN4

A suspension of [5-(2-BROMOPHENYL)-1 H-TETRAZOLE (4.] 50 [G] ; 20.0 [MMOL)] in ter-butyl methyl ether (40 ml) is warmed to [45C] and [METHANESULFONIC] acid (0.058 [G ;] 0.60 [MMOL)] is added. A solution of 3,4-dihydro-2H-pyran (1.90 ml ; 21 [MMOL)] in tert-butyl methyl ether (21 ml) is added to the resulting mixture over 1 hour at [45C.] The mixture is further stirred for 6 hours at [45C.] The resulting solution is cooled to about [0C] and a solution of sodium hydrogencarbonate (2.4 [G)] in water (30 ml) is added. The aqueous phase is separated and extracted with ter-butyl methyl ether (10 [ML).] The combined organic phases are washed twice with a 1 N KOH solution (10 mi each) and once with a solution of 10 weight-% of sodium chloride in water (10 ml). The resulting organic phase is dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford a mixture of [5- (2-BROMOPHENYL)-2-] [(TETRAHYDROPYRAN-2-YL)-2H-TETRAZOLE (N2-ISOMER)] and [5- (2-BROMOPHENY))-1- (TETRAHYDROPYRAN-] [2-YL)-1 H-TETRAZOLE (N1-ISOMER)] in a ratio of about 93: 7 (according [TO 1H-NMR) aS AN ORANGE] oil. 1H-NMR of N2-isomer [(400] MHz, CDCI3) : 1.72-1. 85 [(M,] 3 H), 2.18-2. 26 (m, 2 H), 2.45-2. 54 (m, 1 H), 3.80-3. 86 (m, 1 H), 4.01-4. [07] (m, 1 H), 6.12-6. 15 (m, 1 H), 7.31-7. 35 (m, [1] H), 7.41-7. 45 (m, [1] H), 7.73-7. 75 (m, 1 H), [7 :] 87-7.90 (m, 1 H).

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 73096-42-1.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/26847; (2004); 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. 392-83-6, name is 2-Bromobenzotrifluoride, A new synthetic method of this compound is introduced below., Recommanded Product: 392-83-6

General procedure: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

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; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
Bromide – Wikipedia,
bromide – Wiktionary