Tag: M.W=200-300

Related Products of 3344-77-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.3344-77-2, name is 12-Bromododecan-1-ol, molecular formula is C12H25BrO, molecular weight is 265.23, as common compound, the synthetic route is as follows.

General procedure: To a stirred solution of the 1,12-dodecanediol (5) (1.00 equiv) in30 mL of toluene HBr 48% (2.00 equiv) was added. The reaction wasstirred at 110C for 24 h. The solvent was removed under reducedpressure, and the residue was purified by column chromatographyover silica gel, eluting with hexane/EtOAc 9:1, to yield pure haloalcohol (6). This compound was transformed into their corresponding azidoalcohol (7) via classic SN2 substitution. A stock solution of 0.5 M NaN3in DMSO was prepared by stirring the solutionfor 24 h at room temperature. To a 100 mL round-bottom flaskequipped with a magnetic stir bar was added a 0.5 M solution ofNaN3in DMSO at room temperature. To this solution was added thebromo alcohol (6) (1.00 equiv) and the mixture was stirred for 24 hat room temperature. The reaction was quenched with H2O (50 mL)and stirred until it cooled to room temperature. The mixture wasextracted with Et2O(330 mL), and the resultant extracts werewashed with H2O(350 mL) and brine (50 mL). The organic layerwas dried (Na2SO4) and filtered, and the residue obtained waspurified by column chromatography over silica gel, eluting withhexane/EtOAc 9:1, to yield pure alkyl azidoalcohol (7).

The chemical industry reduces the impact on the environment during synthesis 3344-77-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Gontijo, Vanessa Silva; Espuri, Patricia Ferreira; Alves, Rosemeire Brondi; De Camargos, Luiz Fernando; Dos Santos, Fabio Vieira; De Souza Judice, Wagner Alves; Marques, Marcos Jose; Freitas, Rossimiriam Pereira; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 24 – 33;,
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Synthetic Route of 196811-90-2, Adding some certain compound to certain chemical reactions, such as: 196811-90-2, name is 2-(4-(Trifluoromethoxy)phenyl)ethanol,molecular formula is C9H9F3O2, 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 196811-90-2.

Intermediate 43 methyl(2-propyn-1-yl)(2-{4-[(trifluoromethyl)oxy]phenyl}ethyl)amine (N-methyI-N-(2-{4-[(trifluoromethyl)oxy]phenyl}ethyl)-2-propyn-1-amine). To a solution of Dess-Martin periodinane (1 ,1 ,1-tris(acetyloxy)-1 ,1-dihydro-1 ,2- benziodoxol-3-(1 H)-one) (ALDRICH, 3.79 g) in CH2CI2 (40 ml) was added a solution of Intermediate 42 (1.54 g) in CH2CI2 (40 ml) dropwise. The mixture was stirred at room temperature under inert atmosphere for 1 h. Then were added Et2O (30 ml), saturated NaHCO3 (25 ml) and saturated Na2S2O5 (25 ml), the resulting mixture was stirred for 25 min. The layers were separated and the aqueous one re-extracted with Et2O. The combined organic layers were washed with NaHCO3, H2O and brine, dried over Na2SO4, filtered and concentrated to dryness to give 1.067 g of yellow oil which was dissolved in dry CH3CN (50 ml). /V-methylpropargylamine (ALDRICH, 0.470 g), NaHB(AcO)3 (1.44 g), 3A molecular sieves and AcOH (1.6 ml) were added consecutively and the mixture stirred at room temperature under inert atmosphere overnight. Filtration through celite, washing with CH2Cb and evaporation of solvents gave a crude which was diluted with EtOAc and 1 N HCI. The aqueous layer was basified with 1 N NaOH and extracted with CH2CI2. The combined organic layers were dried over Na2SO4, filtered and concentrated to give 0.376 g of the title compound.1H NMR (delta, ppm, CDCI3): 7.23 (d, 2H); 7.13 (d, 2H); 3.41 (d, 2H); 2.81-2.66 (m, 4H); 2.37 (s, 3H); 1.70 (m, 1H).

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. 196811-90-2, 2-(4-(Trifluoromethoxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; BUENO-CALDERON, Jose Maria; FERNANDEZ-MOLINA, Jorge; LEON-DIAZ, Maria Luisa; MALLO-RUBIO, Araceli; MANZANO-CHINCHON, M Pilar; WO2010/81904; (2010); A1;,
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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. 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks

(a) 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane A solution of dry hexaethylene glycol (25 g, 88 mmol) and methanesulfonyl chloride (22.3 g, 195 mmol) in dry THF (125 mL) was kept under argon and cooled to 0 C. in an ice/water bath. A solution of triethylamine (19.7 g, 195 mmol) in dry THF (25 mL) was added dropwise over 45 min. After 1 hr the cooling bath was removed and the reaction was stirred for another for 4 hrs. Water (55 mL) was then added to the mixture, followed by sodium hydrogencarbonate (5.3 g, to pH 8) and sodium azide (12.7 g, 195 mmol). THF was removed by distillation and the aqueous solution was refluxed for 24 h (two layers were formed). The mixture was cooled, ether (100 mL) was added and the aqueous phase was saturated with sodium chloride. The phases were separated and the aqueous phase was extracted with ether (4*50 mL). The combined organic phases were washed with brine (2*50 mL) and dried (MgSO4). Filtration and evaporation of the solvent gave a yellow oil 26 g (89%). The product was used in the next step without further purification.

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, 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol.

Reference:
Patent; GE HEALTHCARE LIMITED; Engell, Torgrim; Grigg, Julian; Mantzilas, Dimitrios; (18 pag.)US2016/22847; (2016); A1;,
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Synthetic Route of 101597-25-5 ,Some common heterocyclic compound, 101597-25-5, molecular formula is C17H16O3, 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.

Step 7 The product of Step 6 (4.8 g), was dissolved in dichloromethane (150 mL) in a 3-necked 100 mL round bottom flask, followed by addition of p-toluenesulfonic acid monohydrate (0.4 g). 1,1-Bis(4-methoxyphenyl)-2-propyn-1-ol (3.8 g) was added to the reaction mixture slowly. The mixture was stirred at room temperature. After one hour, more 1,1-bis(4-methoxyphenyl)-2-propyn-1-ol, (0.4 g) was added to the reaction mixture. After stirring for two hours, the reaction was worked up with the addition of saturated aqueous NaHCO3 (100 mL). The resulting organic layer was collected and dried over anhydrous MgSO4. The organic layer was concentrated under vacuum to provide product (8.7 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101597-25-5, its application will become more common.

Reference:
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Adding a certain compound to certain chemical reactions, such as: 1113-21-9, 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, 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, 1113-21-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E-geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using Al(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using Al(OiPr)3 at 160 C. Similarly, the use of tert-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E,9E,13E-geranyl geranyl acetone (1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1113-21-9, its application will become more common.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; Look, Gary C.; US2015/133431; (2015); A1;,
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Related Products of 7735-42-4 ,Some common heterocyclic compound, 7735-42-4, molecular formula is C16H34O2, 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.

The diol (1 eq.) and 100 mL acetonitrile were placed in a 200 mL beaker with a stirring element. The mixture was re-heated to a temperature of 50C, after which copper complex [Cu(MeCN)4]PF6 (10 mol%), TEMPO (10 mol%) 2,2′-bipyridyl (10 mol%) and 1 -methylimidazole (20 mol%) were added one by one. The reaction was conducted for 4 hours until the substrate disappeared. Afterwards, the whole was evaporated and dissolved in methylene chloride, and SnachCat solution was then added. After stirring, the solution was filtered (through Si02), washing it with methylene chloride, and then the solution was evaporated. (0814) Hexyl triphenylphosphine bromide (2.1 eq.) was dissolved in 120 mL tetrahydrofuran under the atymosphere of argon in a 250 mL single-necked round flask. 2.5M solution of n-butyllithium in hexane (2.1 eq) was added dropwise to the resulting mixture, and allowed to rest while stirring for 30 minutes. The resulting solution was cooled to 0C, and the previously obtained aldehyde in a solution of tetrahydrofuran (1 eq.) was slowly added dropwise. The reaction mixture was heated to room temperature and then stirring was continued for another 2 hours at room temperature. 50 mL of saturated ammonium chloride solution was then added. The mixture was washed four times with methylene chloride. The combined ether layers were dried over MgS04. The product was purified by chromatography using n- hexane. A colourless oil was obtained. 75% yield. (0815) 1 H NMR (400 MHz, CDCI3) 5.46 – 5.27 (m, 4H), 2.10 – 1 .90 (m, 8H), 1 .44 – 1 .16 (m, 36H), 0.97 – 0.80 (m, 6H); 13C NMR (101 MHz, CDCI3) delta 130.05, 130.04, 31 .69, 29.93, 29.85, 29.82, 29.73, 29.62, 29.48, 27.36, 27.33, 22.75, 14.25

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. 7735-42-4, 1,16-Hexadecanediol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIWERSYTET WARSZAWSKI; GRELA, Karol; CZARNOCKA-?NIAD?A, Sylwia; SYTNICZUK, Adrian; MILEWSKI, Mariusz; URBAN, Mateusz; BANACH, ?ukasz; D?BROWSKI, Micha?; (109 pag.)WO2018/197963; (2018); A1;,
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Related Products of 145691-59-4, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 145691-59-4, name is (3,5-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(3,5-Dibromophenyl)methanol (10 g, 37.60 mmol, 1 eq) was dissolved in anhydrous DCM (100 mL) in a dried flask under nitrogen. The reaction mixture was cooled to 0°C and stirred under nitrogen atmosphere. DIEA (9.72 g, 75.21 mmol, 13.10 mL, 2 eq) was added drop wise to the above solution, after 10 minutes of stirring at 0°C, MsCl (6.46 g, 56.41 mmol, 4.37 mL, 1.5 eq) was added drop-wise to the above reaction mixture. Finally, the reaction mixture was allowed to stir at 26°C for 2hrs. TLC (Petroleum ehter : EtOAc = 5:1, uv & stained by KMnO4) showed starting alcohol was consumed up and two new spots were formed. Reaction mixture was washed with water (80 mL) followed by NaHCO3 (80 mL) solution and brine (80 mL), dried over anhydrous Na2SO4, filtered and evaporated to dryness to give the desired product as a brown liquid (12.11g). The above liquid was used directly for the next step without further purification. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 3.04 (s, 3 H) 4.49 (s, 2 H) 5.16 (s, 2 H) 7.48 (d, J=1.76 Hz, 2 H) 7.50 (d, J=1.76 Hz, 2 H) 7.63 (t, J=1.76 Hz, 1 H) 7.70 (t, J=1.76 Hz, 1 H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 145691-59-4, (3,5-Dibromophenyl)methanol.

Reference:
Patent; SAINT LOUIS UNIVERSITY; INDALO THERAPUETICS, INC.; RUMINSKI, Peter, G.; GRIGGS, David, W.; SEIWERT, Scott; (155 pag.)WO2018/132268; (2018); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H7BrO3

To a stirred solution of (6-bromo-1,3-benzodioxol-5-yl)methanol (1.27 g, 5.50 mmol) in THF (45.0 ml.) was added n-BuLi (5.00 ml_, 2.0 M, 10.0 mmol) dropwise at -75 0C. The reaction mixture was stirred at -75 0C for 45 min followed by the addition of a solution of 1-pentyl-1/-/-indole-2,3-dione (1.00 g, 4.60 mmol) in THF (20.0 ml.) at -75 0C. The resulting mixture was stirred at ambient temperature for 12 hrs and quenched with ammonium chloride solution (5.00 ml_). More ethyl acetate and water were added and separated. The organic layer was concentrated in vacuo to dryness. The residue was subjected to column chromatography eluting with 50% EtOA?Hexanes to yield the title compound (0.29 g, 25%) as a solid: 1H NMR (300 MHz, CDCI3) delta 7.38-7.24 (m, 2H), 7.11 (t, 1 H), 6.91 (d, 1 H), 6.81 (s, 1 H), 6.43 (s, 1 H), 5.90-5.87 (m, 2H), 4.77 (dd, 2H), 3.75-3.56 (m, 2H), 1.75-1.58 (m, 2H), 1.26-1.35 (m, 2H), 0.89-0.83 (m, 3H); 13C NMR (75 MHz, CDCI3) delta 177.8, 147.4, 147.2, 142.8, 133.5, 132.2, 131.1 , 130.1 , 125.3, 123.8, 111.4, 109.2, 108.1 , 101.5, 79.5, 64.7, 40.4, 29.0, 26.8, 22.3, 13.9; MS (ES+) m/z 352.1 (M – 17).

With the rapid development of chemical substances, we look forward to future research findings about 6642-34-8.

Reference:
Patent; XENON PHARMACEUTICALS INC.; WO2006/113864; (2006); A2;,
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Application of 7073-69-0 , The common heterocyclic compound, 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, 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.

Step 2[00253] To a solution of n-BuLi (21.2ml, 0.053 mol) in anhydrous THF (160 mL) at – 78C under argon was slowly added a solution of 2-(2-bromophenyl)propan-2-ol (XCV) (0.0212 mol, 4.55 g) in anhydrous THF (50 mL) while maintaining the temperature below -65C. After addition was complete, the reaction mixture was stirred at -75C for 30 min. To this mixture was added in portions trimethyl borate (0.032mol, 3.3 g), and the reaction mixture was stirred at – 78C for 30 min and then at room temperature overnight. The mixture was cooled to 0C, carefully quenched with 1M aqueous HCl, and stirred at room temperature for 15 min. The mixture was acidified to pH 3 with 2M HCl and stirring was continued for 1 hour. The two phases were separated and the aqueous layer was extracted with EtOAc. The combined organic phases were dried over MgS04. The crude product was purified by silica gel chromatography using DCM followed by DCM/MeOH 300/1 to give 3,3-dimethylbenzo[c][l,2]oxaborol-l(3H)- ol (XCVI) as a light yellow oil (1.37 g; 8.5 mmol, 40% yield). 1H NMR (CDC13) delta ppm 1.54 (s, 6H), 7.25-7.29 (m, 1H), 7.33 (d, J=7Hz, 1H), 7.45 (td, J=7Hz, J=lHz, 1H), 7.68 (d, J=7Hz, 1H).

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, 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, Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. Formula: C9H11BrO

To a solution of 3-(4-bromophenyl)propan-l-ol (22.8 g, 106 mmol, 1 equiv.) in THF (1.06 L) at -78C was added w-BuLi (1.6 M, 358 mL, 573 mmol, 5.4 equiv.) dropwise. After stirring at -78C for 5 hours, the temperature was allowed to reach -50C and isobutylene oxide (47.1 mL, 530 mmol, 5 equiv.) was added dropwise. After stirring at -50C for 30 min, boron trifluoride etherate (101 mL, 796 mmol, 7.5 equiv.) was added dropwise. After stirring at -50C for lh30, the reaction was quenched with a 10% w/w solution of Na/K tartrates and the mixture was allowed to reach room temperature overnight. It was extracted three times with ether, the combined organic extracts were dried over sodium sulfate and the solvent was evaporated. Lighter impurities were removed by bulb-to-bulb distillation (100-120C, 10 mbar) to afford 3-[4-(2-hydroxy-2- methylpropyl)phenyl]propanol as an oil (11.5 g, 52 % yield) that solidified upon standing. 1H NMR: 1.22 (s, 6H), 1.44 (s, 2H), 1.85-1.92 (m, 2H), 2.65-2.73 (m, 2H), 2.73 (s, 2H),3.67 (t, / = 6.4, 2H), 7.12-7.14 (m, 4H). 13C NMR: 140.0 (s), 135.2 (s), 130.5 (d, 2C), 128.3 (d, 2C), 70.8 (s), 62.3 (t), 49.3 (t), 34.2 (t), 31.7 (t), 29.2 (q, 2C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25574-11-2, 3-(4-Bromophenyl)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; FIRMENICH SA; COULOMB, Julien; (28 pag.)WO2017/9175; (2017); A1;,
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