Tag: M.W=100-200

Application of 1875-88-3, Adding some certain compound to certain chemical reactions, such as: 1875-88-3, name is 2-(4-Chlorophenyl)ethanol,molecular formula is C8H9ClO, 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 1875-88-3.

PREPARATION B-XI 2-(4-chloro)phenyl-1-mesyloxyethane To a stirring solution of 3.00 mL (22.16 mMol) 2-(4-chloro)phenyl-1-ethanol in 75 mL tetrahydrofuran at 0 C. were added 4.63 mL (33.24 mMol) triethylamine followed by 1.89 mL (24.38 mMol) methanesulfonyl chloride. The reaction mixture was allowed to stir at room temperature for 18 hours. The reaction mixture was then poured into water and extracted well with ethyl acetate. The organic phases were combined, washed with water, dried over sodium sulfate and concentrated under reduced pressure to give 5.18 gm (99.6%) of the title compound.

According to the analysis of related databases, 1875-88-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US5962473; (1999); A;,
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Electric Literature of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

A flame-dried 50 mL flask was charged with 2-cyclohexylethanol (696 mg, 5.00mmol) in dry THF (10 mL). The mixture was cooled at 0 C and sodium hydride (60wt% on mineral oil, 300 mg, 7.50 mmol) was added in one portion. After stirring for10 min, allyl bromide (0.65 mL, 7.50 mmol) was added dropwise at the sametemperature. The cooling bath was removed and the suspension was stirred at roomtemperature for 30 min. The reaction mixture was then heated to reflux for 16 h. Afterfull conversion, the suspension was cooled to room temperature and quenched by theaddition of a saturated aqueous solution of NH4Cl (10 mL). The biphasic mixture wasthen extracted with Et2O (3 x 10 mL). The combined organic layers were dried overNaSO4 and concentrated in vacuo. The crude material was purified by columnchromatography on silica gel (Pet. Ether/EtOAc 100:1); Colorless oil; 87% yield;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Voutyritsa, Errika; Triandafillidi, Ierasia; Tzouras, Nikolaos V.; Nikitas, Nikolaos F.; Pefkianakis, Eleftherios K.; Vougioukalakis, Georgios C.; Kokotos, Christoforos G.; Molecules; vol. 24; 9; (2019);,
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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.13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, molecular weight is 180.2, as common compound, the synthetic route is as follows.Recommanded Product: Methyl 2-hydroxy-3-phenylpropanoate

EXAMPLE 14 2-[4′-(2-Benzoyl-benzofuran-3-yl)-biphenyl-4-yloxy]-3-phenyl-propionic acid The title compound was prepared from 4′-(2-benzoyl-benzofuran-3-yl)-biphenyl-4-ol, and 3-phenyllactic acid methyl ester, in substantially the same manner, as described in Example 1, steps g-h, and was obtained as a yellow solid, mp 159-161 C.; MS m/e 538 (M+); Analysis for: C36H26O5 Calc’d: C, 80.28; H, 4.86 Found: C, 80.15; H, 4.91.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, and friends who are interested can also refer to it.

Reference:
Patent; American Home Products Corporation; US6232322; (2001); B1;,
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Adding a certain compound to certain chemical reactions, such as: 62285-58-9, (2,6-Dimethylphenyl)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, Recommanded Product: (2,6-Dimethylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (2,6-Dimethylphenyl)methanol

General procedure 1 (GPl) Step l:To the commercially available alcohols (0.288 mmol), placed in vials (20 mL) equipped with screw caps, were added a solution of 2-(4-carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester (125mg, 0.288mmol), EDCxHCl (83mg, 0.435mmol), DMAP (3.5mg, 0.029mmol) and DCM (4 mL). The reaction mixtures were stirred at rt overnight. The mixtures were quenched with 0.25M HCl (4 mL) and the two phases were separated through phase separators. The organic phases were concentrated and used without further purification into the next step.; Example 33 2-[4-(2,6-Dimethyl-benzyloxycarbonylmethyl)-phenylsulfanylmethyl]-benzoic acidThe titled compound was prepared according to GPl. Step 1: Using (2,6-dimethyl-phenyl)- methanol as the alcohol. Step 2: The reaction time was 2 days. Yield: 37mg (31 %). 1H NMR (600 MHz, (CD3)2SO, (CH3)2SO): delta 2.24 (s, 6H), 3.61 (s, 2H), 4.54 (s, 2H), 5.10 (s, 2H), 7.00 (d, 2H), 7.08-7.14 (m, 3H), 7.22 (d, 2H), 7.27-7.34 (m, 2H), 7.36-7.40 (m, IH), 7.82 (d, IH); Mass spectrum: M-H+ 419.

The synthetic route of 62285-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBIREO AB; WO2008/108735; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-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, 702-82-9, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

In the 2L reaction flask, 138.6 g of 3-amino-1-adamantanol was added.105.7g of potassium carbonate,5.3g potassium iodideAnd 900ml acetone,Stir and heat to 50-55C,Intermediate 2 in 110g was added dropwise in 1hMixed with 600 ml acetone,Stirred and incubated for 2 h, TLC detected the reaction was complete.Filter and rinse the filter cake with 300 ml hot acetone.The combined filtrate and washings were concentrated under reduced pressure at 35-45[deg.] C. to a remaining amount of about 770 ml, cooled to 0-10[deg.] C., and incubated for 2 hours while stirring.The filter cake was washed with 100ml of acetone, 40 ~ 50 cake was dried in vacuo 4h, to give a crude vildagliptin 173.5g, a yield of 89.8%. The 3L reaction flask was filled with 170g of crude product and 1870ml of acetone.Stir and heat to 50-55C,Stir until the solids are completely dissolved,Add 8.5g of activated carbon, heat and stir for 0.5h.Heat filtered and washed with 80 ml acetone.The filtrate was stirred and lowered to a temperature of 10-20C.Stir and stir for 2h.After filtration, the filter cake was washed with 80 ml of acetone, and the filter cake was vacuum dried at 40-50 C. for 4 hours to obtain 139.8 g of Vildagliptin with a yield of 82.2%. The content of 3-amino-1-adamantanol was 0.03%. 0.02%, no isomers detected, purity 99.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; Hebei Medical University; Zhang Kai; Xue Na; Shi Xiaowei; Chen Xinghe; Wang Yabo; Lv Tao; (14 pag.)CN106966947; (2017); A;,
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Application of 94022-96-5 ,Some common heterocyclic compound, 94022-96-5, molecular formula is C9H9F3O, 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 alcohol 1 (1 mmol), the O, Se acetal 2a (1.4 mmol), solid potassium carbonate (2.0 mmol) and activated 3 A molecular sieves (0.20 g) in dry ethyl acetate (16 mL), solid N-iodosuccinimide (1.4 mmol) was added in portion at room temperature. The mixture was stirred under inert atmosphere and monitored by TLC. Reaction times ranged from 0.5 to 2 h. The brown colored reaction mixture was quenched into 20 mL of 10% aqueous sodium thiosulfate pentahydrate solution, mixed, and separated. The aqueous phase was extracted with 10 mL of ethyl acetate and the combined organic phases were washed with 10 mL of brine, dried over sodium sulfate and concentrated. Purification by silica gel column chromatography afforded the MOM-ether derivative 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94022-96-5, its application will become more common.

Reference:
Article; Temperini, Andrea; Annesi, Diego; Testaferri, Lorenzo; Tiecco, Marcello; Tetrahedron Letters; vol. 52; 25; (2011); p. 3179 – 3182;,
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Synthetic Route of 148043-73-6 , The common heterocyclic compound, 148043-73-6, name is 4,4,5,5,5-Pentafluoropentan-1-ol, molecular formula is C5H7F5O, 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-6.1: Synthesis of 4,4,5,5,5-pentafluoropentyl methanesulfonate To a stirred solution of 4,4,5,5,5-pentafluoropentan-l-ol (7.5 g, 42.13 mmol) in dichloromethane (100 mL) at 0 C was added triethylamine (7.1 mL, 50.56 mmol) and methane sulfonyl chloride (3.53 mL, 46.34 mmol). The reaction mixture was stirred for 1 h at RT and diluted with dichloromethane. The organic layer was washed with water, brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to afford 4,4,5,5,5- pentafluoropentyl methanesulfonate (6.0 g, 56%) as a brown colour liquid.

The synthetic route of 148043-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (161 pag.)WO2016/196342; (2016); A1;,
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Electric Literature of 1883-32-5, 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.1883-32-5, name is 2,2-Diphenylethanol, molecular formula is C14H14O, molecular weight is 198.26, as common compound, the synthetic route is as follows.

General procedure: A mixture of 3,4,6-tri-O-acetyl-D-glucal 1 (50.0 mg, 0.184 mmol) and alcohol (0.193 mmol) was dissolved in dry-CH2Cl2 : dry-toluene (125 : 200 muL) under gas-nitrogen. The solution was cooled to 0 C, then 0.5 M IBr in CH2Cl2 (20 mol%, 75 L) was added slowly. The stirring was continued at 0-20 C for 1-10 h. After TLC showed the completed conversion, the reaction mixture was quenched carefully with cooled aq.Na2S2O3 (20 mL) and washed with satd aq. NaHCO3 (20 mL), and extracted with EtOAc (3×20 mL). The combined organic layer was washed with brine (20 mL), dried over anhydrous Na2SO4, and then concentrated under reduced pressure. The residues were purified by silica gel column chromatography (EtOAc/n-hexane) to give the 2,3-unsaturated-O-glycoside products 2a-2t in good to high yields (71-99%). In most cases, a mixture of alpha and beta-anomers of glycoside 2 was obtained. The ratio of the isomers was determined by comparison of the integration values of the peaks in 1H NMR analysis. The alpha-configuration was characterized from the position of anomeric proton which appears in an up fieldposition compared to -anomer in most cases. The beta-isomers was not separated but characterized compared with the literature data of the mixture. Spectral data of pure alpha-isomers are as followed.

Statistics shows that 1883-32-5 is playing an increasingly important role. we look forward to future research findings about 2,2-Diphenylethanol.

Reference:
Article; Saeeng, Rungnapha; Siripru, Onanong; Sirion, Uthaiwan; Heterocycles; vol. 91; 4; (2015); p. 849 – 861;,
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Electric Literature 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.

An electrically-heated, mechanically stirred 1 liter autoclave was fitted with an vent valve connected in turn to a condenser and receiver assembly, a bottom valve, a thermowell, a pressure gauge, an inlet line for feeding of reagents, and a pressure-relief valve. The receiver was placed on a balance to facilitate continuous determination of the amount of distillate collected in the receiver. The amine starting material, aqueous sodium 2-hydroxyethanesulfonate, and aqueous 50 percent sodium hydroxide were charged to the autoclave. With the isolation valve open, the reaction mixture was rapidly heated with stirring until condensate was detected in the condenser/receiver. The mixture was further heated with continuous removal of water until the targeted amount of distillate had been removed. An analysis of the collected aqueous distillate was performed by UV spectroscopy to determine the amount of amine which co-distilled with the water. The isolation valve was then closed and the reaction mixture further heated to a target temperature in the range of 140-200 C. for 2-17 hours as specified in Examples 1-8. The reaction mixture was then cooled until the pressure dropped to 0 psig (ca. 110 C.) whereupon dilution water was added to dilute the concentrated reaction product. The resulting solution was then cooled to room temperature and drained from the reactor. Analysis of the product mixture was then performed by various chromatographic and spectroscopic procedures as indicated in the specific examples.; Procedure C A magnetically-stirred 70-mL fluoropolymer-lined steel autoclave was fitted with an internal thermocouple capable of determining the temperature of the liquid phase contained in the vessel, a pressure gauge, a pressure-relief valve, and a vent valve. The amine starting material, anhydrous or aqueous sodium 2-hydroxyethanesulfonate, and anhydrous or aqueous sodium hydroxide were charged to the open autoclave, which was then assembled and immersed in an electrically heated oil bath. With the vent valve closed, the stirred reaction mixture was rapidly heated to the reaction temperature and held at that temperature for the times specified in Examples 9, 10, and 13 below. The reaction mixture was then cooled to ambient temperature, the reactor opened, and the reaction product taken up in sufficient water to dissolve all solids.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1562-00-1, its application will become more common.

Reference:
Patent; Carroll, Glenn T.; Smith, Gary S.; Stringer, Gary E.; US2006/89509; (2006); A1;,
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Synthetic Route of 16308-92-2, 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.16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: General procedure for the one-pot tandem oxidation-Wittig reaction To a flask containing BaMnO4 (1.2 mmol, 300 mg)and the alcohol (1 mmol) in CH3CN (5 mL) were added PPh3(1.2 mmol, 315 mg) and ethyl bromoacetate (1.2 mmol, 0.13 mL) and the mixturewas stirred at 80 C for 24 h. Then the obtained mixture was filtered and theresulting solution was subjected to column chromatography using n-hexane/ethylacetate to isolate the pure products in 78-93% isolated yields with highstereoselectivity.

Statistics shows that 16308-92-2 is playing an increasingly important role. we look forward to future research findings about (2,4-Dimethylphenyl)methanol.

Reference:
Article; Gholinejad, Mohammad; Firouzabadi, Habib; Bahrami, Maedeh; Najera, Carmen; Tetrahedron Letters; vol. 57; 33; (2016); p. 3773 – 3775;,
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