Tag: M.W=200-300

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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

To a solution of A5 (219g, 1.05mol) in 1,2-dichloroethane (3500mL) was added Boc-D-Pro (141g, 0.65mol) followed by EDCI (163g, 0.85mol) and DMAP (21.57g, 0.18mol) at 0 C. The resulting mixture was stirred at r.t. overnight and then water (3500mL) was added and separated, the water phase was extracted withDCM(1500mLx3), dried over MgS04, concentrated and purified by column chromatography to (PE:EA=30:1) to give Bl (55.96g, yield: 51.1%)

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XCOVERY HOLDING COMPANY, LLC; LIANG, Congxin; WO2012/48258; (2012); A2;,
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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 162358-05-6, name is 2-(4-Octylphenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C16H26O

General procedure: To a solution of 11 (400 mg, 1.71 mmol) and triethylamine (2 mL) in CH2Cl2 (10 mL) at 0 C was added methanesulfonyl chloride (0.66 mL, 8.53 mmol). After being stirred at room temperature for 6 h, the reaction mixture was evaporated, diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. To a solution of the reaction mixture (300 mg, 0.96 mmol) in DMF (10 mL) was added sodium azide (187 mg, 2.88 mmol). After the reaction mixture was heated at 80 C for 12 h, saturated aqueous ammonium chloride solution was added, and the mixture was extracted with EtOAc. The reaction mixture 15 (200 mg) was dissolved in EtOAc (10 mL), and 10% Pd/C (20 mg, 10 wt %) was added. After the reaction mixture was hydrogenated at room temperature for 12 h, the catalyst was removed by filtration through a pad of Celite, which was rinsed with EtOAc. Product 17 was obtained, without purification, as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 162358-05-6.

Reference:
Note; Oh, Yoon Sin; Lee, Taeho; Shin, Sang Mi; Shrestha, Jitendra; Lee, Doohyun; Park, Eun-Young; Baek, Dong Jae; Bulletin of the Korean Chemical Society; vol. 39; 2; (2018); p. 261 – 264;,
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Electric Literature of 506-43-4 , The common heterocyclic compound, 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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 solution of the alcohol 1 (26.6 g, 100 mmol) in 5 dichloromethane (100 mL), 6 triethylamine (13.13 g, 130 mmol) was added and this solution was cooled in an ice-bath. To this cold solution, a solution of 7 mesyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise and after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. The TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. 8 NaHCO3 (200 mL), brine (100 mL) and dried (NaSO4). The organic layer was concentrated to get the crude product which was purified by column chromatography (silica gel) using 0-10% 9 Et2O in hexanes. The pure product fractions were combined and concentrated to obtain the pure product (10 2) as colorless oil (30.6 g, 89%). 1H NMR (CDCl3, 400 MHz) delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3) delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. Molecular weight calculated for C19H36O3S, Cal. 344.53, Found 343.52 (M-H-).

The synthetic route of 506-43-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL CO. LTD; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Nair, Jayaprakash K.; Jayaraman, Muthusamy; Matsumoto, Satoru; (92 pag.)US9701623; (2017); B2;,
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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. 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, molecular formula is C8H7BrO3, The 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. Safety of (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol

General procedure: In an oven dried round bottomed flask fitted with a rubber septum, were added alcohol 1 (100 mg, 0.30-0.46 mmol), NaH (1.20-1.84 mmol) and DMF (3 mL) followed by addition of allylbromide (0.60-0.92 mmol) at room temperature under a nitrogen atmosphere. The suspension was allowed to stir at the same temperature for 1 h. Progress of the allylation was monitored by TLC till the reaction is completed.GP-3was followed to the alcohol 1f (100 mg, 0.43 mmol) with allyl bromide (104.8 mg, 0.86 mmol) and NaH (42 mg, 1.73 mmol) in DMF (3 mL) at room temperature under a nitrogen atmosphere. Then, the reaction mixture was stirred at the same temperature for 1 h.

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

Reference:
Article; Gopi Krishna Reddy; Krishna; Satyanarayana; Tetrahedron Letters; vol. 53; 42; (2012); p. 5635 – 5640;,
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Adding a certain compound to certain chemical reactions, such as: 130198-05-9, 1-[2-Amino-1-(4-methoxyphenyl)ethyl]cyclohexanol Hydrochloride, 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, 130198-05-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 130198-05-9

Example 5 Preparation of Tridesmethyl Venlafaxine DDMVxHCl (1 g, 4 mmol), K2CO3 (0.6 g, 4.4 mmol), thiophenol (0.8 ml, 6 mmol) and NMP (4 ml) were charged in a 50 ml flask and heated in a sand bath. The temperature of the bath was kept at 210 C. for 6 hours. HPLC analysis confirmed full consumption of DDMV. TDMV was obtained with a purity of 83.5% by HPLC area percent. Example 6; Preparation of Tridesmethyl Venlafaxine; DDMVxHCl (10 g, 40 mmol), K2CO3 (6 g, 44 mmol), Thiophenol (8 ml, 60 mmol) and NMP (40 ml) were charged in a 250 ml flask equipped with magnetic stirrer, condenser and nitrogen inlet, and heated in a sand bath. The temperature of the bath was kept at 210 C. for 5.5 hours. HPLC analysis confirmed full consumption of DDMV. TDMV was obtained with a purity of 95% by HPLC area percent.; Example 9; Preparation of TDMV from DDMV; DDMV.HCl (10 g, 35 mmol), K2CO3 (5.1 g, 38.4 mmol), Thiophenol (6.2 ml, 52.5 mmol) and NMP (20 ml) were charged in a 100 ml flask equipped with mechanical stirrer, condenser and nitrogen inlet, and were heated in a sand bath. The temperature of the reaction mixture was about 125 C.+/-10 C. for 4 hours. The reaction mixture was cooled to 90 C. and H2O (50 ml) was added dropwise inducing precipitation. The slurry was cooled to 25 C. and stirred for about 80 minutes. The solid was filtered, washed with H2O (20 ml) and left on filter over night and dried at 40 C. under vacuum until constant weight to give white crystalline product (98.5% area purity by HPLC). The compound so-obtained was slurried in water (50 ml) at ambient temperature for 2 hours. The solid was filtered, washed with H2O (20 ml) and left on filter overnight and dried at 40 C. under vacuum to give crystalline product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130198-05-9, its application will become more common.

Reference:
Patent; Niddam-Hildesheim, Valerie; Shenkar, Natalia; Shachan-Tov, Sharona; US2008/139849; (2008); 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. 480449-99-8, name is Benzyl 3-hydroxycyclobutanecarboxylate. A new synthetic method of this compound is introduced below., HPLC of Formula: C12H14O3

Intermediate 33: benzyl 3-((methylsulfonyl)oxy)cyclobutanecarboxylate To a solution of benzyl 3-hydroxycyclobutanecarboxylate (Intermediate 32; 0.90 g; 4.4 mmol), Et3N (1.20 mL; 8.6 mmol) in DCM (50 mL) was added MsCl (0.40 mL; 5.2 mmol) under nitrogen. The reaction mixture was stirred for 1 hour, quenched with water (20 mL), and extracted with DCM (50 mL*2). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated to afford 1.24 g (100%) of the title compound as a yellow oil, which was used directly without further purification. 1H NMR (300 MHz, DMSO-d6) delta [ppm]: 7.45-7.28 (m, 5H), 5.16-5.07 (m, 2H), 4.93 (t, J=7.4 Hz, 1H), 3.16 (s, 3H), 2.86 (dd, J=16.7, 8.5 Hz, 1H), 2.67 (dtd, J=10.2, 7.5, 2.8 Hz, 2H), 2.44-2.28 (m, 2H).

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, 480449-99-8, Benzyl 3-hydroxycyclobutanecarboxylate.

Reference:
Patent; Crosignani, Stefano; Cauwenberghs, Sandra; Deroose, Frederik; US2015/133422; (2015); 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. 552331-15-4, name is 1-(5-Bromo-2-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1-(5-Bromo-2-fluorophenyl)ethanol

To a solution of compound 2A-2 (46.0 g, 210.0 mmol) and triethylsilane (48.8 g, 420.0 mmol, 66.9 mL) in DCM (500.0 mL) was added BF3.Et20 (59.6 g, 420.0 mmol, 51.8 mL) at 0C. The mixture was stirred at 25C for 2 h, concentrated, quenched by addition of Sat.NaHC03 (200 mL) at 0C, and extracted with ethyl acetate (200 mL chi 3). The combined organic layers were washed with brine (200 mL chi 3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02) to afford compound 2A-3 (24.0 g, crude). 1H NMR (CHLOROFORM-d, 400MHz) delta 1 1 (dd, J= 2.2, 6.6 Hz, 1H), 7.27 – 7.21 (m, 1H), 6.87 (t, J= 9.2 Hz, 1H), 2.62 (q, J= 7.5 Hz, 2H), 1.20 (t, J= 7.6 Hz, 3H).

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, 552331-15-4, 1-(5-Bromo-2-fluorophenyl)ethanol.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60666-70-8, (2-Bromo-5-chlorophenyl)methanol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Example 74 Synthesis of 2-bromo-5-chloro-3-t-butyldimethylsilyloxy-methylbenzene To the solution of 2-bromo-5-chlorobenzylalcohol (10 g) from Example 73 and imidazole (3.23 g) in dry DMF (50ml) was added dropwise t-butyl chloro dimethylsilane in dry DMF (10 ml) for 20 minutes at -0° C. After addition, the mixture was stirred for 30 minutes at room temperature. The mixture was diluted with ether, and washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the residue was purified by chromatography on a silica gel column (hexane:methylene chloride=4:1) to give the title compound (13.3 g; 88percent).

The synthetic route of 60666-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mochida Pharmaceutical Co., Ltd.; US5587392; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 149965-40-2, (5-Bromo-2-chlorophenyl)methanol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

General procedure: . To a solution of the benzyl alcohol in DCM (400mL) was added Dess-Martinperiodinane (216g, 510mmol) at 0oC,the mixture was allowed to warm to room temperature and stirred for 2h. Thereaction mixture was cooled to 0oC. Saturated NaHCO3 solution was added slowly to quench the reaction and stirred until it no gasgenerated. The reaction mixture washed with brine. The organic layer was driedover Na2SO4, filtered and evaporated in vacuo. The cruderesidue was purified by column chromatography on silica gel (hexane) to yield the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,149965-40-2, (5-Bromo-2-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Ding, Yuyang; Mao, Liufeng; Xu, Dengfeng; Xie, Hui; Yang, Ling; Xu, Hongjiang; Geng, Wenjun; Gao, Yong; Xia, Chunguang; Zhang, Xiquan; Meng, Qingyi; Wu, Donghai; Zhao, Junling; Hu, Wenhui; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2744 – 2748;,
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Related Products of 14722-40-8, 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 14722-40-8 as follows.

Compound 9 (204.9 mg, 0.379 mmol) was dissolved in CH2Cl2 (4 mL) and Ph3P (294.9 mg, 1.12 mmol), CBr4 (374.3 mg, 1.13 mmol) was added. After stirring for 4 h, THF (4 mL) solution of TMU (272 muL, 2.27 mmol), 15-hydroxypentadecanol (180.6 mg, 0.74 mmol), and TEAB (95.7 mg, 0.455 mmol) was added and further stirred for 12 h. The reaction mixture was diluted with 1 M HCl aq and extracted by EtOAc. The organic layer was washed with satd NaHCO3 aq and brine, dried over sodium sulfate, evaporated and purified by silica-gel column chromatography (hexane/EtOAc=9/1 to 3/1) to give 14 (123.6 mg, 43%) as an oil.Comment1H NMR (500 MHz, CDCl3, rt): 7.36-7.22 (18H, m), 7.15-7.12 (2H, m), 4.99 (1H, d, J=10.8 Hz), 4.83 (1H, d, J=10.8 Hz), 4.81 (1H, d, J=10.8 Hz), 4.76 (1H, d, J=12.1 Hz), 4.76 (1H, d, J=3.7 Hz), 4.64 (1H, d, J=12.1 Hz), 4.59 (1H, d, J=12.1 Hz), 4.47 (1H, d, J=10.8 Hz), 4.45 (1H, d, J=12.1 Hz), 4.00 (1H, dd, J=9.2, 9.2 Hz), 3.79 (1H, ddd, J=1.9, 3.6, 9.9 Hz), 3.72 (1H, dd, J=3.6, 10.7 Hz), 3.66-3.60 (3H, m), 3.56 (1H, dd, J=3.7, 9.2 Hz), 3.55 (2H, t, J=6.7 Hz), 3.42 (1H, dt, J=9.8, 6.7 Hz), 1.63 (2H, tt, J=6.7, 7.0 Hz), 1.51 (2H, tt, J=6.7, 6.7 Hz), 1.38-1.24 (22H, m) ppm; 13C NMR (125 MHz, CDCl3, rt): 138.8, 138.2, 138.1, 137.8, 128.2, 128.1, 127.8, 127.72, 127.69, 127.6, 127.5, 127.3, 96.7, 81.9, 80.0, 77.7, 75.5, 74.9, 73.3, 72.9, 69.9, 68.4, 68.1, 62.6, 32.6, 29.48, 29.45, 29.43, 29.40, 29.27, 29.23, 26.0, 25.9 ppm; [alpha]D27+31.1 (c 1.00, CHCl3); HR-FD-MS (positive): fragment ion [M-H]+ found m/z 765.4725, C49H65O7+ requires m/z 765.4730.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14722-40-8, its application will become more common.

Reference:
Article; Kato, Eisuke; Iwano, Naoya; Yamada, Akihiko; Kawabata, Jun; Tetrahedron; vol. 67; 40; (2011); p. 7692 – 7702;,
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