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. 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H6BrF

PROCESS EXAMPLE 13 2-(p-Fluoro-m-methylphenyl)-6-isopropylphenol (scheme 1, formula IX) In analogy to Process Example 2, the title compound was obtained from 2-bromo-6-isopropylphenol (from Process Example 1) and the Grignard reagent from p-fluoro-m-methylbromobenzene in 68% yield as a colorless solid. NMR (60 MHz): delta=1.25 (d, 6H, CH3), 2.35 (s, 3H, CH3), 3.30 (sept., 1H, CH), 5.00 (s, br, 1H, OH), 6.7-7.5 (m, 6H, arom. MS (DCI, isobutane): m/e=245 (M+H+), 244 (M+), 229 (M+ –CH3).

The synthetic route of 51437-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5294724; (1994); A;,
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Related Products of 626-88-0, A common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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.

Into a 15-mL sealed tube, was placed a solution of 1-bromo-4-methylpentane (5 g, 30.30 mmol, 2.00 equiv) in 1,3-dimethylimidazolidin-2-one (20 mL), methyl 4-iodobenzoate (4 g, 15.27 mmol, 1.00 equiv), NiI2.6H2O (0.68 g, 1.62 mmol, 0.11 equiv), Mn (1.66 g, 30.18 mmol, 2.00 equiv), pyridine (0.12 g, 1.52 mmol, 0.10 equiv), 4,4′-di-tert-butyl-2,2′-bipyridine (0.204 g, 0.76 mmol, 0.05 equiv) and 1,2-bis(diphenylphosphino)benzene (0.338 g, 0.76 mmol, 0.05 equiv). The reaction mixture was stirred overnight at 85 C. in an oil bath and then quenched by the addition of 100 mL of water, then cooled to room temperature. The resulting mixture was extracted with 3*100 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether (100%) to yield of methyl 4-(4-methylpentyl)benzoate as colorless oil.

The synthetic route of 626-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Gaul, Micheal; Xu, Guozhang; Zhao, Bao-Ping; (53 pag.)US2018/64686; (2018); A1;,
Bromide – Wikipedia,
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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. 766-46-1, name is 2′-Bromophenylacetylene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 766-46-1

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.

According to the analysis of related databases, 766-46-1, the application of this compound in the production field has become more and more popular.

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;,
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These common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, 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. HPLC of Formula: C9H7Br

3.7 ml (30 mmol) of 2-Bromo-1H-indene was added to a flask, and Ar bubbling was performed for about 5 minutes while stirring in the presence of 100 ml of THF to remove dissolved gas. Under Ar bubbling, 0.8 g (1.5 mmol) of Ni(dppe)Cl2 was rapidly added and 30 ml (30 mmol) of 1.0 M ((Trimethylsilyl)methyl)magnesium chloride dissolved in diethyl ether at room temperature was slowly added dropwise. And then, the reaction was continued overnight while refluxing under Ar condition at 80 C. (dppe=1,2-Bis(diphenylphosphino)ethane) 50 mL of water was added thereto, and the organic layer was extracted three times with 50 mL of diethylether. An appropriate amount of MgSO4 was added to the collected organic layer, stirred for a while, filtered, and the solvent was dried under reduced pressure. The resulting product was confirmed by 1H-NMR (500 MHz, CDCl3): 0.03 (9H, s), 3.25 (2H, s), 6.3 (1H, s), 7.02-7.32 (4H, m)

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

Reference:
Patent; LG CHEM, LTD.; CHO, Kyung Jin; LEE, Ki Soo; LEE, Sung Min; HONG, Bog Ki; CHO, Min Seok; KIM, Se Young; HAN, Chang Woan; (27 pag.)US2018/79841; (2018); A1;,
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Reference of 65896-11-9, 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 65896-11-9 as follows.

To a solution of 2-(l-(((9Eta-fluoren-9-yl)methoxy)carbonyl)-4-(ter£- butoxycarbonyl)piperazin-2-yl)acetic acid (5 g, 10.72 mmol) in dichloromethane (100 mL) with Lambda/,Lambda/-dimethylformamide (2 drops) was added oxalyl dichloride (3.4 g, 26.8 mmol). The reaction mixture was stirred at room temperature for 1 hour, then concentrated. Tetrahydrofuran (100 mL) was added to the concentrate followed by the slow addition of a solution containing 2-bromo-6-fluoroanaline (3 g, 16 mmol) and diisopropylethylamine (9 mL) in tetrahydrofuran (20 mL). The solution was stirred at room temperature for 2 hours before the addition of piperazine (2.77 g, 32.2 mmol) after which the solution was stirred for 15 hours. The reaction mixture was concentrated onto silica gel and purified via flash chromatography (0-100 % ethyl acetate/hexane, then 0-10 % methanol/dichloromethane) to afford the title compound. 1H NMR (300 MHz, DMSO-J6) delta ppm 7.47 – 7.65 (m, 1 H) 7.21 – 7.46 (m, 2 H) 3.55 – 4.05 (m, 2 H) 2.67 – 3.14 (m, 3 H) 2.49 – 2.67 (m, 2 H) 2.26 – 2.46 (m, 2 H) 1.39 (s, 9 H); MS (APCI+) m/z 418.2 (M+H)+.

According to the analysis of related databases, 65896-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT GMBH &; CO. KG; WANG, Ying; BREWER, Jason, T.; AKRITOPOULOU-ZANZE, Irini; DJURIC, Stevan, W.; POHLKI, Frauke; BRAJE, Wilfried; RELO, Ana-Lucia; WO2010/124042; (2010); A2;,
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Related Products of 5433-01-2, These common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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.

A solution of 3-bromoisopropylbenzene (25 mmol) in 20 ml_ of dry THF was added dropwise over 20 min to 1.22 g (50 mmol) of magnesium turnings in 10 mL of refluxing THF under nitrogen and the mixture was refluxed for an additional 25 min to form the Grignard reagent. The Grignard solution was cooled and added by cannula to a suspension of CuBr-dimethylsulfide complex (0.52 g, 2.5 mmol) in dry THF at -25 C. The suspension was stirred at -25 C for 20 min, and then a solution of 1,4 cyclohexanedione, monoethylene ketal (3.9 g, 25 mmol) in 15 ml of THF was added dropwise over 5 min. The mixture was allowed to gradually warm to ambient temperature. After chromatography over silica gel, eluting with 20% to 30% ethyl acetate in heptane, alcohol 1 (5.6 g, 20 mmol, 80%) as a colorless oil which crystallized to a white solid on cooling: 1H NMR (CDCIs) 8 7.39 (s, 1 H), 7.33 (m, 1 H), 7.28 (t, J= 7.5 Hz, 1 H), 7.13 (d, J= 7.5 Hz, 1 H), 4.0 (m, 4 H), 2.91 (hept, J=7Hz, 1 H), 2.15 (m, 4 H), 1.82 (br d, J= 11.5 Hz, 2 H), 1.70(br d, J = 11.5 Hz, 2 H), 1.25 (d, J = 7 Hz, 6 H); MS (Cl) m/z 259.2 (M-OH).

The synthetic route of 5433-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2006/10094; (2006); A1;,
Bromide – Wikipedia,
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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. COA of Formula: C8H15Br

NaH (0.029 g, 1.2 mmol) was added to a 0 0C solution of 2-[2-(methyloxy)phenyl]- _5,6,7,8-tetrahydro-4(1H)-quinazolinone (0.15 g, 0.60 mmol) in DMF (3 mL) and stirred at RT for 10 minutes. Bromoethyl cyclohexane (0.3 mL, 2.21 mmol) was added and the resulting mixture stirred at room temperature overnight. The reaction was quenched with cold 6N HCI and extracted with ethyl acetate. The layers were separated and the organic portion was washed 3 times with water, dried over NaSO4, filtered, and concentrated. Crude product was puririded by flash column chromatography to afford pure product (0.081 mg) in 38% yield.

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; SMITHKLINE BEECHAM CORPORATION; WO2007/62370; (2007); A2;,
Bromide – Wikipedia,
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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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of (2-Bromovinyl)benzene

General procedure: To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinopropane (41.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the aryl bromide (2 mmol, 2 equiv) at the desired temperature (rt for the bromo eneformamides or 40C for the bromo enecarbamates). A solution of the bromo eneformamide (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bassler, Daniel P.; Alwali, Amir; Spence, Laura; Beale, Oliver; Beng, Timothy K.; Journal of Organometallic Chemistry; vol. 780; (2015); p. 6 – 12;,
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Reference of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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 19 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium chloride/triphenylphosphine (0.05percent) A suspension of magnesium turnings (1.54 g; 63.3 mmoles – Pometon) in tetrahydrofuran (16.02 g) was heated at 65°C under stirring and under nitrogen. Then, iodine (0.02 g) and, after 30 minutes, 4-bromoanisole (11.69 g; 62.5 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75°C for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (11.4 g; 59.1 mmoles), palladium chloride (0.00526 g; 0.0297 mmoles – Fluka) and triphenylphosphine (0.03088 g; 0.1177 mmoles – Fluka) was de-aerated by vacuum/nitrogen at 25°C. The mixture was heated at 85°C, kept under stirring for 15 minutes and, then, solution A was added in 3 hours. At the end of the addition, the reaction mixture was kept at 85°C for 30 minutes. After cooling at 60°C, a solution of 37percent hydrochloric acid (2 ml) in water (10 ml) was added in 20 minutes. The mixture was cooled at 40°C and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (98.5percent yield).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAMBON GROUP S.p.A.; EP494419; (1992); A2;,
Bromide – Wikipedia,
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Electric Literature of 2550-36-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2550-36-9 name is (Bromomethyl)cyclohexane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[Synthesis of Compound 1]In a three-necked flask, 20 g of bromomethylcyclohexane and 12.5 g of 1-naphthol were dissolved in 300 g of NMP. Thereafter, 12 g of potassium carbonate and 14 g of potassium iodide were added to the solution, and heated at 120 C. for 8 hours. Water amounting to 300 g was added to the thus obtained reaction liquid, and was extracted with 100 g of hexane three times. The obtained organic phases were collected, and washed with 100 g of 1N aqueous sodium hydroxide solution once, with 100 g of water once and with 100 g of brine once. The thus washed organic phase was concentrated, thereby obtaining 13 g of compound 1.An NMR chart of the compound 1 is given in FIG. 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclohexane, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM CORPORATION; US2012/237874; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary