Tag: M.W=100-200

Synthetic Route of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below.

A mixture of 6-[3-chloro-4-hydroxy-2-(methoxymethyloxy)phenyl]-5-methyl-4,5-dihydro-2H-pyridazin-3-one (Reference example 99, 130 mg), 1-chloro-2-methyl-2-propanol (0.268 mL), and potassium carbonate (241 mg) in ethanol (2.0 mL)/water (0.2 mL) was stirred at 80¡ãC for 7 hours. The reaction mixture was poured into aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was removed to afford the title compound as a colorless oil (130 mg).1H-NMR (CDCl3) delta: 1.07 (3H, d, J = 7.3 Hz), 1.39 (6H, s), 2.42 (1H, dd, J = 17.0, 4.8 Hz), 2.80 (1H, dd, J = 17.0, 7.0 Hz), 3.30-3.41 (1H, m), 3.53 (3H, s), 3.87 (2H, s), 5.01-5.06 (1H, m), 5.14-5.20 (1H, m), 6.76 (1H, d, J = 8.5 Hz), 7.22 (1H, d, J = 8.5 Hz), 8.44 (1H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KATOH, Takahiro; IIDA, Masatoshi; TERAUCHI, Yuki; YAMAGUCHI, Kazuya; HIROSE, Toshiyuki; YOKOYAMA, Fumiharu; NISHIMORI, Hikaru; OBUCHI, Yutaka; NABESHIMA, Hiroshi; TAKAKI, Emiri; (250 pag.)WO2017/150654; (2017); 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. 111-45-5, name is 2-(Allyloxy)ethanol. A new synthetic method of this compound is introduced below., Product Details of 111-45-5

In a one-liter flask equipped with a stirring device, a dimroth condenser, a thermometer and a dropping funnel, put were 38.25 g (0.375 mol) of ethylene glycol monoallyl ether represented by the following formula (7) and 100 g of toluene, and heated to 70 degrees C. 0.38 Gram of a solution of a catalyst, complex of alkali-neutralized chloroplatinic acid with vinyl siloxane, in toluene, containing 0.5% of platinum, was added in the flask. Then, 185 g (0.25 mol) of the compound represented by the aforesaid formula (6) was added dropwise in the flask with the dropping funnel over one hour. The reaction mixture was held at 100 degrees C. for one hour and, then, analyzed in GC. The peak of the compound represented by the aforesaid formula (6) disappeared, which means that the reaction completed. 100 Grams of ion exchanged water were added to the reaction mixture with stirring to wash it and, then, left standing to cause phase separation. The aqueous phase containing the excessive ethylene glycol monoallyl ether was removed. The organic phase was similarly washed twice with each 100 g of ion exchanged water and, then, the toluene in the organic phase was stripped off under a reduced pressure to obtain 193.7 g (0.23 mol) of a colorless and transparent liquid, silicone compound represented by the following formula (8). The yield was 92%. The ratio of the silicone compound represented by the following formula (8) in the obtained product was 98.1 mass %, as determined in GC. In a one-liter flask equipped with a stirring device, a dimroth condenser, a thermometer and a dropping funnel, put were 210.5 g (0.25 mol) of the silicone compound represented by the formula (8), 0.02 g (0.01 mass %) of dioctyl tin oxide, 0.01 g of Ionol, i.e. 2,6-di-tert-butyl-4-methylphenol, ex Japan Chemtech Co. Ltd., and 0.01 g of 4-methoxyphenol to prepare a mixture. 40.3 Grams (0.26 mol) of a methacryl group-containing isocyanate compound represented by the following formula (9) was added dropwise to the mixture over one hour. The internal temperature rose from 20 degrees C. up to 40 degrees C. The mixture was held at 40 degrees C., while monitoring the peak of the silicone compound represented by the formula (8) in GC. Four hours later, the intensity of the peak of the silicone compound fell down below the detection limit by GC and, then, 4.0 g (0.125 mol) of methanol was added to the reaction mixture. Further, 180 g of hexane and 180 g of ion exchanged water were added to the reaction mixture to wash it. The reaction mixture was left standing to cause phase separation. The aqueous phase was removed and, subsequently, the organic phase was washed twice with ion exchanged water. The solvent, hexane, was stripped off from the organic phase under a reduced pressure to obtain 204.3 g of a colorless and transparent liquid product. 1H-NMR analysis showed that the obtained compound in the product was a silicone compound represented by the following formula (10), hereinafter referred to as silicone compound 1. The yield was 82% and the aforesaid amount (204.3 g) was 0.20 mol. The ratio of the silicone compound represented by the following formula (10) in the product was 97.1 mass %, as determined in GC, the viscosity was 112.9 mm2/s at 25 degrees C., the specific gravity was 1.165 at 25 degrees C. and the refraction index was 1.4131.

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, 111-45-5, 2-(Allyloxy)ethanol.

Reference:
Patent; SHIN-ETSU CHEMICAL CO., LTD.; KUDO, Muneo; ICHINOHE, Shoji; GOTO, Tomoyuki; US2015/361113; (2015); A1;,
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Related Products of 4845-50-5 ,Some common heterocyclic compound, 4845-50-5, molecular formula is C4H8O4, 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.

EXAMPLE 4 Synthesis of 2-chloro-5-(2-pyridyl)pyridine (A-4) The same synthesis procedures as in Example 1 were conducted except for using 2-chloro-5-cyanopyridine and 1,4-dioxane-2,3-diol in place of 4-cyanopyridine and a 40% glyoxal aqueous solution, respectively, and, after completion of the reaction, the organic layer was distilled under reduced pressure of 3.0 to 3.1 Torr to obtain a 150 to 152 C. fraction. Thus, there was obtained 151.0 g (yield: 82.5%) of the end product as pale yellow crystals. HPLC analysis revealed that purity of the product was 99.1%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4845-50-5, its application will become more common.

Reference:
Patent; Sankio Chemical Co., Ltd.; US6504032; (2003); B1;,
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Related Products of 623-50-7, 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.623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, molecular weight is 104.1045, as common compound, the synthetic route is as follows.

1007781 Step A: Ethyl 2-(tert-butyldimethylsilyloxy)acetate: A mixture of ethyl 2-hydroxyacetate (3.00 g, 28.8 mmol), TBDMS-Cl (5.21 g, 34.6 mmol) and imidazole (2.55 g,37.5 mmol) was stirred at ambient temperature for 60 hours. The mixture was concentratedand the residue was purified by Si02 chromatography eluting with 10% EtOAc-hexanes toprovide the title compound as a colorless oil (4.12 g, 65%). ?H NMR (CDC13) oe 4.12 (s, 2H),4.09 (q, 2H), 1.17 (t, 3H), 0.18 (s, 9H), 0.00 (s, 6H).

Statistics shows that 623-50-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-hydroxyacetate.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
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Electric Literature of 702-82-9, Adding some certain compound to certain chemical reactions, such as: 702-82-9, name is 3-Aminoadamantan-1-ol,molecular formula is C10H17NO, 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.

Example 5: (3-Hydroxy-adamantan-l-ylamino)-acetonitrile (0107) In a 500 mL RBF 3-amino-adamantan-l -ol (30 g, leq.) was dissolved in ethyl acetate (300 mL, 10V). To this solution potassium carbonate (54.5 g, 2.2 eq.) and potassium iodide (3 g, 0.1 eq) was added under stirring. After 10 min. chloroacetonitrile (16.2 g, 1.2 eq.) was added and the mixture was heated at 75C under stirring for 5-6 h. Completion of reaction was confirmed by TLC. After complete conversion the reaction mixture was cooled to 20-25C. The reaction mass was filtered and washed the wet cake with ethyl acetate (30 mL, IV). The concentration of EtOAc layer gave 36 g (yield: 97%) of the title compound; 1H NMR Assay: 97.9%; NMR (CDC13, 400 MHz) delta: 1.49-1.78 (m, 12H, 6 CH2), 2.30 (s, 2H, 2x CH), 3.57 (s, 2H, l x CH2)

According to the analysis of related databases, 702-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HIKAL LIMITED; MOHILE, Swapnil Surendra; TAPKIR, Sandeep Rameshrao; PATIL, Manoj Vinayak; GANGOPADHYAY, Ashok Kumar; NIGHTINGALE, Peter David; WO2015/128718; (2015); 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. 5299-60-5, name is Ethyl 6-hydroxyhexanoate. A new synthetic method of this compound is introduced below., Safety of Ethyl 6-hydroxyhexanoate

1.4 Synthesis of ethyl 6-[(2-cyanoethyl)( V, V-diisopropylamino)phosphino] oxyhexanoate. Ethyl 6-hydroxyhexanoate (2.44 mL, 15.0 mmol) and diisopropylethylamine (10.4 mL, 60.0 mmol) were dissolved in CH2C12 (60 mL). 2-Cyanoethyl-N,N- diisopropylchlorophosphoramidite (3.51 mL, 15.8 mmol) was added dropwise, and the reaction was stirred for 2 h. The reaction was washed with ice-cold saturated aqueous NaHC03, dried over Na2S04, filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Si02, 9: 1 hexane/EtOAc with 0.1%> Et3N) to yield the product (4.20 g, 1 1.7 mmol, 78%) as a colorless liquid. i? 0.80 (2: 1 hexane/EtOAc). Spectral data matched those reported previously (Raddatz et al. , 2002, Nucleic Acids Res. 30, 4793).

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, 5299-60-5, Ethyl 6-hydroxyhexanoate.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; LAMBRIS, John D.; RICKLIN, Daniel; WO2015/142701; (2015); A1;,
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Reference of 623-50-7, 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. 623-50-7, name is Ethyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below.

General procedure: General Procedure A. Alkylation of N9: To a solution of purine 3 (1.0 eq) in THF (0.1 M) at room temperature, was added the appropriate alcohol (1.1 eq) followed by triphenylphosphine (PPh3; 1.1 eq) under an N2 atmosphere. To the stirring solution, diisopropylazodicarboxylate (DIAD, 1.0 eq) was added dropwise (over 30 s). According to TLC visualization the reaction was complete after 15 min and the solvent was removed in vacuo. The resulting residue was adsorbed onto silica gel from CH2Cl2, and purified by flash column chomatography (2:1 EtOAc:Hex).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-50-7, Ethyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Article; Shahani, Vijay M.; Ball, Daniel P.; Ramos, Allan V.; Li, Zhihua; Spagnuolo, Paul A.; Haftchenary, Sina; Schimmer, Aaron D.; Trudel, Suzanne; Gunning, Patrick T.; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5618 – 5628;,
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Synthetic Route of 1875-88-3, 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 1875-88-3 as follows.

Example 15 4-Chlorophenylacetaldehyde (38) Dess-Martin periodinane (1.02 g, 2.4 mmol) was diluted in anhydrous CH2Cl2 (25 mL) under argon, and when solution was affected, 4-chlorophenethyl alcohol (33, 0.313 g, 2 mmol) was added dropwise. The mixture was stirred for 2 h and 15 min at room temperature, and was then quenched by addition of 20 mL sat. aq. Na2S2O3. After stirring at room temperature for 15 min, the layers were separated, and the aqueous layer was extracted with CH2Cl2 (2¡Á50 mL). The organic layer was washed with H2O and sat. aq. NaCl (50 mL each) and was dried over anhydrous sodium sulfate and concentrated. The resulting semisolid residue was triturated with 10% EtOAc in hexanes, and the solid was filtered and discarded. The filtrate was concentrated, and the oily residue was purified by flash column chromatography (SiO2), eluting with a gradient of hexanes to 15% EtOAc in hexanes to afford the title compound as a clear yellow volatile oil (0.211 g, 88%). 1H-NMR (500 MHz; CDCl3): delta 9.75 (t, J=2.1 Hz, 1H), 7.34 (d, J=8.3 Hz, 2H), 7.15 (d, J=8.2 Hz, 2H), 3.69 (d, J=2.0 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,1875-88-3, its application will become more common.

Reference:
Patent; Silverman, Richard B.; Cinelli, Maris A.; US2015/210644; (2015); A1;,
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Related Products of 35106-82-2, 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. 35106-82-2, name is (2-Vinylphenyl)methanol, molecular formula is C9H10O, 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.

Synthesis of 4-bromobutoxymethylstyrene An amount of 20 g (0.5 mol) of sodium hydroxide and 20 ml of water were placed into a four-necked flask of 300 ml in capacity and then stirred to prepare a homogeneous solution. The temperature of this solution was reverted to room temperature, and then thereto a solution as prepared by dissolving 13.42 g (0.1 mol) of vinylbenzyl alcohol (mixture of m-isomer and p-isomer), 32.39 g (0.15 mol) of 1,4-dibromobutane, and 3.22 g (0.01 mol) of tetrabutylammonium bromide into 100 ml of toluene was added. While being vigorously stirred, the resultant mixed solution was allowed to react at 40¡ã C. for 6 hours. Thereafter, the solution was separated and then sufficiently washed with water. The resultant organic layer was dried by adding thereto magnesium sulfate, and then toluene was distilled off under reduced pressure. The resultant solution was distilled in the presence of DPPH (diphenylpicryl-2-hydrazyl) under vacuum (boiling point: 125~128¡ã C./16 Pa) to obtain a colorless transparent liquid of 4-bromobutoxymethylstyrene. The yield amount was 15.0 g, and the yield ratio was 56 mol percent.

According to the analysis of related databases, 35106-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6414182; (2002); B1;,
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Electric Literature of 4704-94-3, 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.4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol, molecular formula is C4H10O3, molecular weight is 106.12, as common compound, the synthetic route is as follows.

4b. 2-((Nitrooxy)methyl)propane-1,3-diol This compound was isolated from the mixture obtained in Example 4a. 1H NMR (300 MHz, CDCl3) delta 4.61 (d, J=6.5 Hz, 2H), 3.91-3.78 (m, 4H), 2.66 (br, 2H), 2.19-2.14 (m, 1H). 13C NMR (75 MHz, CDCl3) delta 71.1, 61.8, 40.5.

Statistics shows that 4704-94-3 is playing an increasingly important role. we look forward to future research findings about 2-(Hydroxymethyl)propane-1,3-diol.

Reference:
Patent; NitroMed, Inc.; US2004/24014; (2004); A1;,
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