Month: June 2021

Electric Literature of 25574-11-2, 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 25574-11-2 as follows.

3-(4-Bromophenyl) propan-1-ol (4 g, 18.5 mmol, 1.0 equiv) was dissolved into dichloromethane (60 mL) and cooled to 0C. PCC (5.21 g, 24.1 mmol, 1.5 equiv) was added in portions and the reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was filtered through celite bed and the filtrate was concentrated to afford a crude residue. The crude residue was purified by silica gel column chromatography (10-20 % diethyl ether/n-pentane) to afford the desired product 5.21a (3.05 g, 76.9 % yield). 1H NMR (400 MHz, CDCI3) 69.83 (s, 1H), 7.43 (d, J = 8.3 Hz, 2H), 7.10 (d, J 8.2 Hz, 2H), 2.94 (t, J 7.3 Hz, 2H), 2.79 (t, J 7.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25574-11-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
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Application of 2615-15-8, 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 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Preparation of 3,6,9,12,15-pentaoxaheptadecane-1,17-diol ditosylate A solution of 73.91 g of p-toluenesulfonyl chloride (0.389 mol) in 400 mL of methylene chloride is added dropwise with stirring over a 2.5 hrs period to 400 mL of methylene chloride containing 50 g of hexaethylene glycol (0.177 mol) and 64 mL of triethylamine (39.36 g, 0.389 mol) at 0 C. The mixture is stirred for one hr at 0 C. and heated to ambient temperature for 44 hrs. The mixture is filtered and the filtrate concentrated in vacuo. The resulting residue is suspended in 500 mL of ethyl acetate and filtered. The filtrate is concentrated in vacuo to a yellow oil which was triturated eight times with 250 mL portions of warm hexane to remove unreacted p-toluenesulfonyl chloride. The resulting oil is then concentrated under high vacuum to yield 108.12 g of a yellow oil (quantitative yield). Analysis: Calculated for C26 H38 O11 S2: Calc.=C, 52.87; H, 6.48. found: C, 52.56; H, 6.39. PMR (“proton magnetic resonance”): (60 MHz, CDCl3) delta: 2.45 (s, 6H); 3.43.-3.8 (m, 20H); 4.2 (m, 4H); 7.8 (AB quartet, J=8 Hz, 8H). IR (“infrared”): (neat) cm-1: 2870, 1610, 1360, 1185, 1105, 1020 930, 830, 785, 670.

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

Reference:
Patent; Applied Gene Technologies, Inc.; US6379930; (2002); B1;,
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Reference of 180205-28-1, 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. 180205-28-1, name is 1-(Aminomethyl)cyclobutanol, molecular formula is C5H11NO, 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.

5-[4-Fluoro-3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-1,3,4-oxadiazin-2-one (320 mg, 1.22 mmol, Intermediate 66) was dissolved in DMSO (2.0 ml), and 1 – (aminomethyl)cyclobutan-l -ol (247 mg, 2.44 mmol) was added. The mixture was stirred at 100 “C overnight. The reaction mixture was dilut ed with DMSO, filtered and purified by preparative HPLC to give 231 mg (95 % purity, 52 % yield) of the title compound. LC-MS (Method 1): Rt = 1.00 min; MS (ESIpos): m/z = 344 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 1.546 (0.74), 1.569 (1.05), 1.591 (0.73), 1.637 (0.72), 1.644 (0.54), 1.654 (0.80), 1.665 (0.53), 1.976 (4.50), 1.993 (4.03), 1.998 (5.17), 2.015 (2.05), 2.074 (14.34), 2.518 (1.22), 2.522 (0.84), 3.279 (4.02), 3.291 (4.05), 5.278 (1.45), 5.308 (16.00), 5.527 (3.57), 7.000 (2.21), 7.022 (2.34), 7.746 (3.95), 7.752 (2.30), 7.774 (1.55), 7.779 (1.23), 10.898 (5.51).

According to the analysis of related databases, 180205-28-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSTITUTE, INC.; ELLERMANN, Manuel; GRADL, Stefan, Nikolaus; KOPITZ, Charlotte, Christine; LANGE, Martin; TERSTEEGEN, Adrian; LIENAU, Philip; HEGELE-HARTUNG, Christa; SUeLZLE, Detlev; LEWIS, Timothy, A.; GREULICH, Heidi; WU, Xiaoyun; MEYERSON, Matthew; BURGIN, Alex; (500 pag.)WO2019/25562; (2019); A1;,
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Synthetic Route of 112-70-9, 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. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

EXAMPLE 2 [00076] The following Example describes the condensation esterification of DDDA using p-toluenesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Telomer alcohol and 50 mole % Exxal 13 followed by a ?dewaxing? hexane extraction to remove the symmetrically fluorinated component from the mixed ester product. [00077] A mixture of 230.3 g DDDA (1.0 mole), 474.64 g Telomer alcohol (1.05 mole), 207.91 g Exxal 13 (1.05 mole), and 1.9 g p-toluenesulfonic acid (0.01 mole) were charged to a reactor fitted with a Dean-Stark trap and condenser. The Dean-Stark trap was filled with additional Exxal 13. The reaction was heated and sparged with nitrogen to remove water. The nitrogen sparge was removed and the reaction heated to 280 C. under vacuum (0.07 kPa). A portion of the crude ester (610 g) was stirred with 1700 g hexane. The hexane solution was decanted and filtered from undissolved, highly fluorinated material. The hexane solution was treated with activated charcoal and filtered, then with basic alumina and filtered again. Hexane was removed by distillation. Elemental analysis of the residue showed 29.56% F, in good agreement with 28.3% F by 1H NMR analysis. [00078] FIG. 3 shows the wear performance of this high-F-content material in 150N oil. The range of fluorine concentrations shown in FIG. 3 corresponds to weight concentrations of diester ranging up to 1%. Samples of 150N containing 0.25% diester (equivalent to 0.07%F) or more were hazy at ambient temperature, due to the limited solubility of the highly fluorinated diester component, RfO(O)C-(CH2)x-C(O)ORf, but were homogeneous at the 80 C. BOCLE test temperature. The response is very non-linear. A very strong anti-wear effect is obtained with only very small concentrations of the additive. The properties of the mixture of 150N oil and additive are much better than the properties expected based on simple linear effects and overall composition. The anti-wear performance achieved in FIG. 3, through use of the non-symmetrical, partially fluorinated diesters of the present invention, without other additives, is comparable to that of fully formulated motor oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112-70-9, 1-Tridecanol, and friends who are interested can also refer to it.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
Alcohol – Wikipedia,
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Application of 23783-42-8, 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 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tetraethyleneglycol monomethyl ether (2) (10.0 g, 48.0 mmol) and pyridine (84 mL) in CH2Cl2 (170 mL), solid p-toluenesulfonyl chloride (22.0 g, 115.4 mmol) was added portion-wise at -20 C under nitrogen. The resulting reaction mixture was stirred for 2 days at -20 C. Then, the reaction mixture was allowed to warm to room temperature and water (200 mL) was added. The aqueous layer was extracted with CH2Cl2 (150 mL × 3). The combined organic fractions were dried over MgSO4 and the solvent was removed under reduced pressure. The crude product was purified by chromatography on silica (1:1 EtOAc:hexanes; Rf = 0.3) to yield 3 as a colorless oil, 16.4 g, 94%.1H NMR (500 MHz, CDCl3): delta = 7.80 (d, Ar, 2H), 7.34 (d, Ar, 2H), 4.16 (t, 2H), 3.66 (t, 2H), 3.62-3.65 (m, 6H), 3.58 (s, 4H), 3.532-3.56 (m, 2H), 3.34 (s, 3H), 2.43 (s, 3H). 13C NMR (125 MHz, CDCl3): delta = 144.71 (s, CSO2O), 132.94 (s, CH3CCH), 129.74 (s, CHCHCSO2), 127.89 (s, CCHCH), 71.79, 70.57, 70.46, 70.44, 70.38, 70.36, 69.20, 68.52, 58.94 (CH3OCH2), 21.56 (CH3CHCH). Data was consistent with a previously reported compound [5].

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 23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol.

Reference:
Article; Wu, Xinping; Boz, Emine; Sirkis, Amy M.; Chang, Andy Y.; Williams, Travis J.; Journal of Fluorine Chemistry; vol. 135; (2012); p. 292 – 302;,
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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, SDS of cas: 149965-40-2, blongs to alcohols-buliding-blocks compound. SDS of cas: 149965-40-2

To a solution of 5-bromo-2-chlorobenzyl alcohol (3.00 g, 13.6 mmol) in DMF (10 ml) was added under a nitrogen atmosphere imidazole (2.89 g, 42.0 mmol). After cooling to 0 C. tert-butyldimethylchlorsilan (3.37 g, 22.3 mmol) was added and the reaction mixture was stirred for 18 h in a thawing ice bath. It was diluted with water (20 ml) and extracted with EtOAc (20 ml). The aqueous layer was extracted with ethyl acetate (20 ml) and the organic layers were washed with water (20 ml) and brine (20 ml) and were dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 80:20) afforded the title compound (4.35 g, 96%) as a colorless liquid. MS m/e: 279.0 [M-tBu]+.

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Pinard, Emmanuel; Roche, Olivier; Rogers-Evans, Mark; US2009/312314; (2009); A1;,
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Reference of 2425-41-4 , The common heterocyclic compound, 2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, molecular formula is C12H16O4, 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.

20 g of 60 wt% NaH (Mw = 24 ? 0, 0.5 mol) were dispersed in 200 mL of dry tetrahydrofuran. 44.8 g of 2- ((2-phenyl) -1,3-dioxocyclohexyl) -1,3-propanediol (Mw = 224.25, 0.2 mol) were dissolved in 400 mL of dry tetrahydrofuran and suspended in NaH at room temperature Liquid, 25-30 C after the addition was continued for 2 hours. Cooled to 10 C, 42.6mol dimethyl sulfate (0.45mol) was added dropwise, after completion of the reaction was continued at room temperature for 4 hours, the reaction was refluxed for 4 hours. The reaction was stopped and 100 mL of water was added dropwise. The organic phase is washed twice with water, dried and filtered. The solvent was distilled off and the residue was distilled under reduced pressure to obtain about 46.3 g of product, yield 92%.

The synthetic route of 2425-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sinopec Corporation; Sinopec Corporation Beijing Chemical Institute; Zhou Qilong; Zhang Rui; Song Weiwei; Tan Zhong; Xu Xiudong; Yan Lian; Li Fengkui; Yu Jinhua; Yin Shanshan; (14 pag.)CN104591979; (2016); B;,
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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. 2807-30-9, name is 2-Propoxyethanol, the common compound, a new synthetic route is introduced below. name: 2-Propoxyethanol

Compound 2 (100 mg,0.15 mmol) was treated with 30% HBr/acetic acid (5 ml), and theresulted solution was stirred at room temperature for 2 h. Severaltypes of alcohol (50 ml) were added to the solution, and themixture was stirred at 30e80 C for 4 h under N2 protection. Then50 mL of DCM was added and separated, the combined organiclayers were washed with water (3 50 mL). The solvent wasevaporated and the residue was dissolved in THF (5 mL). Theresulted solution was treated with 1M LiOH (0.75 mL, 0.75 mmol),and the resulting mixture was stirred at room temperature for1e2 h. 1 M HCl solution was added to the mixture until pH 3 wasattained. Then the suspensionwas extracted with DCM (3 50 mL).The combined organic layers were washed with water (3 50 mL)and dried over anhydrous Na2SO4. The organic solvent wasremoved under reduced pressure and the residue was purified bycolumn chromatography over silica gel to afford black solid 5e13.

The synthetic route of 2807-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Dan-Ye; Chen, Zhi-Long; Gao, Ying-Hua; O’Shea, Donal F.; Wu, Dan; Wu, Xiao-Feng; Yan, Yi-Jia; Zhu, Wei; Zhu, Xue-Xue; European Journal of Medicinal Chemistry; vol. 187; (2020);,
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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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, 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. SDS of cas: 39590-81-3

Thionyl chloride (3 mL, 42.2 mmol) was added dropwise to a solution of 6-bromo-2-(4-chloro-2- (methylsulfonyl)benzyl)-3-(4-chlorophenyl)-4-fluoro-3-hydroxyisoindolin-1 -one (Example 35, Step 4 ) (4.72 g, 8.44 mmol) in THF (50 mL) at 0 C under a nitrogen atmosphere. DMF (20 drops) were added and the orange solution was allowed to warm to rt over 1 d. The reaction mixture was concentrated in vacuo and dissolved in THF (40 mL). Cyclopropane-1 ,1 -diyldimethanol (1 .72 g, 16.9 mmol) was added followed by K2C03 (2.33 g, 16.9 mmol) and the orange mixture was stirred at rt under an atmosphere of nitrogen for 1 d. DCM and water were added and the layers separated. The aqueous layer was extracted with DCM and the combined organic layers were dried (phase separator) and concentrated in vacuo. The residue was purified by Biotage (30 – 35% EtOAc in iso-hexanes) to give the title compound (3.33 g, 61 %) as a pale yellow solid. NMR (400 MHz, DMSO) 8.01 (1 H, d), 7.95 (1 H, dd), 7.79 (1 H, d), 7.56 (1 H, dd), 7.36 (2H, d), 7.30 – 7.26 (3H, m), 5.01 – 4.90 (2H, m), 4.45 (1 H, t), 3.48 – 3.31 (2H, m), 3.29 (3H, s), 3.05 – 2.96 (2H, m), 0.42 – 0.40 (2H, m), 0.27 (1 H, d), 0.19 (1 H, dd).

With the rapid development of chemical substances, we look forward to future research findings about 39590-81-3.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 702-98-7, 2-Methyladamantan-2-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, Safety of 2-Methyladamantan-2-ol, blongs to alcohols-buliding-blocks compound. Safety of 2-Methyladamantan-2-ol

A reactor made of glass and equipped with a stirrer was charged with 9 L of toluene, 950 g of 2-methyladamantanol, 50 g of methacrylic acid and 5.3 g of cresol sulfonic acid. The resulting mixture was heated until the reflux of toluene occurred, followed by reflux for 2 hours while distilling off water, whereby 2-methyleneadamantane was prepared. After it was cooled to 50 C. and 8 L of toluene was distilled off from it under reduced pressure, the residue was cooled to 0 C. A methacrylate forming reaction was then caused by adding 1280 g of methacrylic acid and 83 g of boron trifluoride ethyl ether and stirring the resulting mixture for one hour. After the reaction mixture was washed with 6 L of a 10% aqueous sodium carbonate solution and 5 L of deionized water, toluene was distilled off at 70 C. under reduced pressure, whereby 1126 g of crude 2-methyladamantan-2-yl methacrylate was obtained. The resulting product contained 91.3 wt. % of 2-methyladamantan-2-yl methacrylate and 7.9 wt. % of 2-methyleneadamantane. The crude 2-methyladamantan-2-yl(meth)acrylate (100 g) thus obtained and 50 g of n-undecane (boiling point under atmospheric pressure: 194.5 C., coagulation point: -25.6 C., solubility of methyleneadamantane in 100 g of n-undecane at 0 C.: 101 g) were distilled at 60 C. and 1 mmHg by using a vacuum still and 61 g was distilled off in 60 minutes. The fraction thus distilled off contained 86% of 2-methyleneadamantane together with undecane. The distillation temperature was raised to 85 C. and 3.5 g was distilled off further in 10 minutes to adjust the amount of 2-methyleneadamantane remaining in the still to less than 1 wt. %. The residue in the still was then distilled at 125 C. and 1 mmHg, whereby 81.2 g of 2-methyladamantan-2-yl(meth)acrylate having a purity of 99.5 wt. % was obtained. The resulting product had a 2-methyleneadamantane content of 0.1 wt. %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-98-7, 2-Methyladamantan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Chemical Corporation; US2008/51597; (2008); A1;,
Alcohol – Wikipedia,
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