Author: tianli

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. 122763-67-1, name is tert-Butyl 3-hydroxypent-4-enoate, the common compound, a new synthetic route is introduced below. SDS of cas: 122763-67-1

EXAMPLE 12 – Preparation of compound 52- 5-Methoxymethoxy-pent-l-ene-3-ol (Scheme 10)Compound 48 (100 g) is reduced to the corresponding alcohol using lithium aluminum hydride as described by Batt, et al. (Eur. J. Org. Chem., 2011, 6039-6055). The resulting diol (13 g, 1 eq.) is added to a mixture of cyclohexane (26 mL), dichloromethane (DCM, 13 mL) and diisopropyl ethylamine (DIEA, 18 g, 1.1 eq.) under nitrogen. Methoxymethyl chloride (1 eq.) is added dropwise and the reaction is stirred at 20 deg C for 12 hours. DCM (100 mL) is then added and the mixture is washed with aqueous hydrochloric acid (2 M, 30 mL) and saturated aqueous sodium bicarbonate (2 x 30 mL). The organic phase is dried over anhydrous sodium sulfate, is filtered and is concentrated to dryness. The residue is purified on silica gel (10% ethyl acetate/hexane) giving the primary MOM ether (compound 52, 4 g) as a yellow oil. 1H NMR (300 MHz, CDCI3): 6 1.75-1.95 (m, 2H), 3.35 (s, 3H), 3.65-3.80 (m, 2H), 4.30-4.35 (m, 1H), 4.65 (s, 2H), 5.10-5.15 (m, 1H), 5.25-5.30 (m, 1H), 5.85-5.95 (m, 1H).

The synthetic route of 122763-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PREVACUS, INC.; LEVY, Daniel, E.; (110 pag.)WO2016/44559; (2016); A1;,
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Related Products of 1562-00-1, 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. 1562-00-1, name is Sodium isethionate. A new synthetic method of this compound is introduced below.

800 g (10.3 mol) of a 40% methylamine aqueous solution,WhenSodium isethionate509 g (3.4 mol)Was charged in an autoclave having a capacity of 2 liters,The reaction was carried out at 200 to 250 C. under a pressure of 20 kg / cm 2 for 5 to 7 hours.After cooling, the excess methylamine was recovered by distillation, the residue was concentrated and evaporated to dryness.The reaction product was mixed with 2500 g of a mixed solvent of dimethylformamide and water(Mass ratio of dimethylformamide / water = 2/1)To obtain a compound of the formula (1).The yield was 228 g.In the resulting compound of formula (1), M is sodium.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1562-00-1, Sodium isethionate, and friends who are interested can also refer to it.

Reference:
Patent; NOF Corporation; Matsuo, Satoshi; Fujita, Hiroya; (13 pag.)JP6103210; (2017); B2;,
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Electric Literature of 5456-63-3 ,Some common heterocyclic compound, 5456-63-3, molecular formula is C6H14ClNO, 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.

To a mixture of 5-bromo-2-hydroxy-4-methylbenzoic acid (6.3 g) , trans-2-aminocyclohexanol hydrochloride (4.55 g) , WSC hydrochloride (6.27 g) , HOBt monohydrate (4.18 g) and DMF (50 mL) was added triethylamine (4.18 mL) , and the mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. A mixture of the obtained residue, paraformaldehyde(4.09 g) , p-toluenesulfonic acid monohydrate (2.59 g) and toluene (100 mL) was heated under reflux for 2 hr. Thereaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography(ethyl acetate/hexane) to give the title compound (2.03 g) .MS: [M+H]+339.9, 341.9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5456-63-3, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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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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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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol). This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H10O3

General procedure: Potassium tert-butoxide (x100 = 11.1 mmol, x1500 = 0.67 mmol, x6000 = 1.42 mmoL) was added to dissolved PEGx (x100 = 21.4 mmol, x1500 = 1.33 mmoL, x6000 = 0.50 mmoL) in dry tetrahydrofuran (20 mL,x100 or x1500) or dimethylformamide (20 mL, x6000, dissolution of PEG by heating) at 0 C. After 15 min,the mixture was allowed to warm to room temperature and stirred for 30 min. Propargyl bromide was added (x100 = 13.4, mmol, x1500 = 0.67 mmoL, x6000 = 1.98 mmol) and the mixture was stirred overnight for 14 h at the same temperature. The fine solids were filtered off through a membrane filter and the solution was concentrated in vacuo to a minimum volume. In the case of the mixture containing PEG 6000, the reaction was stopped by dilution with dichloromethane (30 mL), the residue was precipitated with diethylether (3 × (5-10) mL), diethylether was decanted and the product was dried on an oil pump.2-(2-(prop-2-yn-1-yloxy)ethoxy)ethanol (4a) Yield 2.23 g (91%) of pale yellow liquid. 1H NMR (CDCl3):delta 2.45 (t, J = 2.3, 2H, CH2CCH), 3.58-3.67 (m, 2H, CH2OH), 3.69-3.78 (m, 6H, CH2O), 4.22 (d, J = 2.4,2H, CH2CCH). 13C NMR (CDCl3): delta 58.6 (CH2CCH). 61.9, 69.3, 70.4, 72.6 (CH2O), 74.8 (CH2CCH), 79.6(CH2CCH). The spectroscopic data of 5a are in agreement with [26].

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, 111-46-6, 2,2′-Oxybis(ethan-1-ol).

Reference:
Article; Pomeisl, Karel; Richter, Jan; Golan, Martin; Kratochvilova, Irena; Molecules; vol. 25; 3; (2020);,
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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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Reference of 2009-83-8, 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 2009-83-8, name is 6-Chlorohexan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

I-a-4-3) (6 g, 43 mmol) p-hydroxybenzoic acid, (7.1 g, 52 mmol) chlorohexanol, (3.44 g, 86 mmol) sodium hydroxide,(0.7g, 4.3mmol) potassium iodide and 50mL water were added to a three-necked flask, heated to reflux, and refluxed for 4 hours,The temperature was lowered, hydrochloric acid was added to the reaction solution, the reaction solution was filtered, and the filter cake was recrystallized twice from ethyl acetate to obtain (6.1 g, 26 mmol) in a yield of 60%

According to the analysis of related databases, 2009-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shijiazhuang Cheng Zhiyonghua Display Materials Co., Ltd.; Zhao Lei; Meng Jingsong; Li Ming; Wei Tianyu; Yuan Guoliang; Liang Zhian; (27 pag.)CN110551078; (2019); A;,
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Reference of 5344-90-1 ,Some common heterocyclic compound, 5344-90-1, molecular formula is C7H9NO, 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. 2-Amino-5-bromobenzyl alcohol (1a): A solution of 12.316 g (0.1 mol) of 2-aminobenzyl alcohol in 300 mL of dry ether was treated at about 0° C. with 40.97 g (0.1 mol) of 2,4,4,6-tetrabromocyclohexa-2,5-dienone added in portions with vigorous stirring. Stirring was continued for about 1 hour at about 0° C., then the mixture was extracted twice with dilute HCl. The combined acid extracts were washed with ether and the ether was discarded. The acid solution was made alkaline with NaOH and extracted with fresh ether. The ether extracts were washed with water, brine, dried (Na2 SO4) and concentrated to afford 17.86 g (88percent) of 1a, mp 107-110° C. 1 H NMR (CDCl3): d=7.22-7.17 (m, 2 H); 6.57 (d, 1 H); 4.61 (s, 2 H). (MS (El): m/z=201, 203 (M+, Br isotopes).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5344-90-1, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5843972; (1998); A;,
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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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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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