Tag: M.W=100-200

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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-cyclohexylethane

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. 6.1.1.12 1-(2-(2-Cyclohexylethoxy)-6-hydroxyphenyl)ethanone (3l) Yield 50%; colorless liquid; Rf 0.63 (0.5:9.5 EA: HX); IR (KBr) 3230, 2919, 2848, 1618 cm-1; 1H NMR (CDCl3) delta 13.27 (s, 1H), 7.32 (t, J = 8.4 Hz, 1H), 6.53 (dd, J = 0.8, 8.4 Hz, 1H), 6.34 (d, J = 8.2 Hz, 1H), 4.11 (t, J = 6.4 Hz, 2H), 2.70 (s, 3H), 1.78 (q, J = 6.5 Hz, 2H), 1.60-1.74 (m, 5H), 1.55-1.49 (m, 1H), 1.05-1.20 (m, 3H), 0.93 (d, J = 9.0 Hz, 2H).

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-Bromophenylacetylene, 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 766-46-1, category: bromides-buliding-blocks

General procedure: A solution of1-iodo-2-methoxybenzene derivatives 5a-c or 1-iodo-2-methoxynathpthlene (5d) (1.0equiv.), 1-bromo-2-ethynylbenzene (6) (1.2 equiv.), Pd(PPh3)4 (5 mol%), and CuI (5 mol%) indegassed triethylamine and degassed THF was stirred at room temperature for 15 h under a nitrogenatmosphere. The reaction mixture was diluted with CHCl3 and washed with saturated NH4Cl aq. andbrine. The organic layer was dried over MgSO4. After removal of the solvent under reduced pressure,the residue was purified by chromatography on SiO2 to give the corresponding asymmetricdiarylacetylene derivatives 3a-d. The product 3a was characterized by comparing its spectral data withprevious report.[S1] The structures of the products 3b-d were assigned by their 1H and 13C-NMR, IR,mass spectra.

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; Umeda, Rui; Shimizu, Yuji; Ida, Yuta; Ikeshita, Masahiro; Suzuki, Shuichi; Naota, Takeshi; Nishiyama, Yutaka; Tetrahedron Letters; vol. 60; 2; (2019); p. 183 – 186;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclobutane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering Corporation; US2007/10431; (2007); 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,2-dimethylpropane

B) 2-methoxy-3-neopentylpyridine Under an argon atmosphere, a solution of 1-bromo-2,2-dimethylpropane (14.8 mL) in diethyl ether (120 mL) was added dropwise to magnesium (3.15 g) at a slow refluxing rate. The reaction mixture was heated under reflux for 30 min, and the obtained solution was added dropwise to a solution of 3-bromo-2-methoxypyridine (4.43 g) and PEPPSI-SIPr (trade name) (805 mg) in THF (80 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 min, and saturated aqueous ammonium chloride solution was added at room temperature. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (4.24 g) as a pale-yellow oil.

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 630-17-1.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 134168-97-1, name is 3-Bromo-5-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Bromo-5-fluoroaniline

To a solution of 3-bromo-5-fluoroaniline (CAS 134168-97-1) (1.0 g, 5.3 mmol) and 2,6-lutidine (2.8 g, 26.5 mmol) in anhydrous DCM (30 mL), was added dropwise 2-chloro-ethanesulfonyl chloride (CAS 1622-32-8) (1.0 g, 6.3 mmol) in DCM (5 mL) at r.t. The mixture was stirred at r.t. for 30 min, and compound 34-A (1.5 g, 16 mmol) was added and stirred for 1 h. Water (50 mL) was added, and the mixture was extracted with EtOAc (100 mL×2). The combined organic layers was washed with sat NaCl (50 mL), dried over Na2SO4, concentrated, and purified by column to give the product (700 mg, yield 37%).

The synthetic route of 134168-97-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Huifen; Crawford, Terry; Harris, Seth F.; Magnuson, Steven R.; Ndubaku, Chudi; Wang, Lan; US2013/324516; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2695-48-9, name is 8-Bromo-1-octene, 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. COA of Formula: C8H15Br

Schlenk flask was charged with 10·2BH3 (1.05 g, 3.62 mmol) and THF (15 mL), and cooled to -78 C. Then n-BuLi (2.5 M in hexanes, 6.4 mL, 16.0 mmol) was added with stirring. After 30min, Br(CH2)6CH=CH2 (2.80 g, 14.65 mmol) [S10] was added to the pale yellow solution over10 min. After 1 h, the cooling bath was removed. After 16 h, a 31P{1H} NMR spectrum showedthe consumption of 10·2BH3, and water (10 mL) was added. The aqueous phase was extractedwith Et2O (4 × 10 mL), and the combined organic layers dried (MgSO4) and filtered. The solventswere removed by rotary evaporation and the residue chromatographed (SiO2 column, 4 cm× 30 cm, hexanes). The solvent was removed from the product containing fractions by rotaryevaporation to give 11·2BH3 (0.476 g, 0.652 mmol, 18%) as a colorless oil.

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fiedler, Tobias; Barbasiewicz, Micha?; Stollenz, Michael; Gladysz, John A.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2354 – 2365;,
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. 1073-06-9, name is 1-Bromo-3-fluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-3-fluorobenzene

General procedure: An argon filled 50 mL two-necked flask equipped with stir barand a gas condenser was charged with magnesium turnings(165 mg, 6.800 mmol). After three successive vacuum/argon cycles,THF (15 mL) and one grain of iodine were added, and brownishsuspension was stirred for 15 min at room temperature. Subsequentlyfluorinated bromobenzene (6.700 mmol) was added. Anexothermic reaction was followed by changes of the color of thereaction mixture from original brown, through colorless to finalgrayish. This suspension was stirred 2 h at room temperature andthen cooled to 50 C. A white solid precipitated. Subsequently,methyl 2-formylbenzoate (20) (500 mg, 3.046 mmol) was addedinto vigorously stirred suspension. Cooling was stopped and thereaction mixture was slowly allowed to reach room temperatureand then stirred for additional 16 h. The suspension dissolved atca 5 C leaving dark red solution, which then slowly changed colorto orange and the dense yellowish solid slowly precipitated duringsubsequent stirring. Then Ac2O (4 mL) was added dropwise (thesuspension dissolved leaving a clear yellow/orange solution) andthe reaction mixturewas refluxed at the temperature of the oil bath 70 C for additional 30 min. A dense yellowish precipitate wasformed again. Yellow suspension was cooled to room temperature,diluted with ether (100 mL), and washed with a saturated aqueoussolution of NaHCO3 (3 15 mL). Deep yellow organic phase wasdried over MgSO4. Solvents were removed under reduced pressureand column chromatography on silica gel (hexane/ethyl-acetate -4:1) afforded products as yellow crystalline solids.

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; Kaleta, Ji?i; ?imkova, Ludmila; Li?ka, Alan; Bim, Daniel; Madridejos, Jenica M.L.; Pohl; Ruli?ek, Lubomir; Michl; Ludvik, Ji?i; Electrochimica Acta; vol. 321; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7745-91-7, A common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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 2; (3’R,4’S,5’S,6’R,7S)-1-[(4-ethylphenyl)methyl]-6′-hydroxymethyl-3′,4′,5′,6′-tetrahydro-spiro[furo[3,4,f]indole-7(5H),2′-[2H]pyran]-3′,4′,5′-triol; 1) Synthesis of (3-bromo-4-methylphenyl)-(2,2-diethoxyethyl)-amine; [Show Image] Under a nitrogen stream, a mixture of 3-bromo-4-methyl-phenylamine (4.94 g, 26.55 mmol), bromoacetaldehyde diethyl acetal (6.80 g, 34.50 mmol), triethylamine (5.37 mL, 38.53 mmol) and ethanol (10.3 mL) was stirred for 2 hours at 150C using a microwave apparatus. The resultant solution was cooled to room temperature, and then water was added thereto. The resultant mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (developing solution = ethyl acetate:n-hexane (1:10)), to thereby obtain the titled compound (6.43 g, 80%). 1H-NMR (CDCl3) delta: 1.17-1.28 (6H, m), 2.27 (3H, s), 3.18-3.77 (6H, m), 3.80 (1H, bs), 4.61-4.68 (1H m), 6.49 (1H, dd, J = 2.47, 8.23 Hz), 6.83 (1H, d, J = 2.47 Hz), 6.99 (1H d, J = 8.23 Hz).

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; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2048152; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 5433-01-2, Formula: C9H11Br

a) 3-lsopropyl-benzonitrileTo a solution of 200 g (954 mmol) of 1 -bromo-3-isopropyl-benzene in 1 I of 1 -methyl-2-pyrro- lidone are added under a nitrogen atmosphere 1 14 g (954 mmol) of zinc cyanide and 28.7 g (24.8 mmol) of Pd(PPh3)4. The mixture is heated to 1259C, stirred at this temperature for 150 min, then cooled to rt and filtered through Hyflo Super Gel. The filtrate is diluted with water and EtOAc. The organic layer is washed with water, 1 N aq. HCI and brine, dried over sodium sulfate and concentrated. The residue is purified by column chromatography (DCM/he- xanes 1/3) to yield the title compound. 1H-NMR (400 MHz, CDCI3): 7.57 (s, 1 H), 7.53-7.48 (m, 2H), 7.43 (t, 1 H), 3.01 -2.92 (m, 1 H), 1.29 (d, 6H).

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9734; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-Bromophenylacetylene, 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 766-46-1, Safety of 2′-Bromophenylacetylene

General procedure: A solution of1-iodo-2-methoxybenzene derivatives 5a-c or 1-iodo-2-methoxynathpthlene (5d) (1.0equiv.), 1-bromo-2-ethynylbenzene (6) (1.2 equiv.), Pd(PPh3)4 (5 mol%), and CuI (5 mol%) indegassed triethylamine and degassed THF was stirred at room temperature for 15 h under a nitrogenatmosphere. The reaction mixture was diluted with CHCl3 and washed with saturated NH4Cl aq. andbrine. The organic layer was dried over MgSO4. After removal of the solvent under reduced pressure,the residue was purified by chromatography on SiO2 to give the corresponding asymmetricdiarylacetylene derivatives 3a-d. The product 3a was characterized by comparing its spectral data withprevious report.[S1] The structures of the products 3b-d were assigned by their 1H and 13C-NMR, IR,mass spectra.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2′-Bromophenylacetylene, and friends who are interested can also refer to it.

Reference:
Article; Umeda, Rui; Shimizu, Yuji; Ida, Yuta; Ikeshita, Masahiro; Suzuki, Shuichi; Naota, Takeshi; Nishiyama, Yutaka; Tetrahedron Letters; vol. 60; 2; (2019); p. 183 – 186;,
Bromide – Wikipedia,
bromide – Wiktionary