Category: alcohols-buliding-blocks

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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Electric Literature of 55489-58-2, Adding some certain compound to certain chemical reactions, such as: 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol,molecular formula is C13H20O4, 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 55489-58-2.

A. Triethylene Glycol MonoBenzyl Tosyl Ether 4-Toluenesulfonyl chloride (20.9 g, 0.11 mol) was added to a cold (0 QC) solution of triethylene glycol monobenzyl ether (“BnO-3EG-OH, ” 24.0 g, 0.1 1 mol) in pyridine (100 mL) in portions over a period of two minutes. A precipitate formed over 20 minutes. After 70 minutes the reaction mixture was allowed to warm to room temperature overnight. After 16 hours the reaction was diluted with ethyl acetate (100 mL) and quenched with water (50 mL) to dissolve the solids. The layers were separated and the organic layer was washed with aqueous hydrochloric acid till the aqueous layer was about pH 1. The organic solution was dried over magnesium sulfate and concentrated to dryness to give the title compound (28.94 g). 1H NMR (400 MHz, CDCI3, A10899) indicated an ca 4: 1 mixture of desired triethylene glycol monobenzyl ether tosylate and undesired ({2-[2-(2-chloroethoxy)ethoxy]- ethoxy}methyl)benzene. Triethylene glycol monobenzyl ether tosylate: No.H (CDCl3, ppm from TMS) 7.79 (2 H, d, J= 8.3 Hz, Ar-H), 7.4-7.2 (7 H, m, Ar-H), 4.55 (2 H, s, PhCH20-), 4.15 (2 H, t, J= 4.7 Hz, CH2) 3.7-3.5 (10 H, m, CH2 x 5), 2.43 (3 H, s, ArCH3). ({2-[2-(2-Chloroethoxy) ethoxy]ethoxy)methyl)benzene: No.H (CDCI3, ppm from TMS) 7.4-7.2 (5 H, m, Ar-/@, 4.57 (2 H, s, PhCH20-), 3.76 (2 H, t, J= 5.9 Hz, CH2CI) 3.7- 3.5 (10 H, m, CH2 x 5). Mixture calculated to contain 88.4 wt% tosylate (25.58 g, 64.9% theory) and 11.6 wt% chloride (3.36 g, 13.0 % theory).

According to the analysis of related databases, 55489-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/102976; (2005); A1;,
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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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Adding a certain compound to certain chemical reactions, such as: 68120-35-4, (3-Bromo-4-methylphenyl)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, name: (3-Bromo-4-methylphenyl)methanol, blongs to alcohols-buliding-blocks compound. name: (3-Bromo-4-methylphenyl)methanol

n-BuLi [(18.6 g, 2.5 eq (2.5M soln) was added to a stirred solution of (3-bromo-4- methylphenyl) methanol (5.5 g, 27.4 mmol) in THE (50 mL) at -78 00 and was stirred at same temperature for 30 mm. Then, 002 gas was purged (generated from dry ice)for about 10 mm. The reaction mixture thus obtained was quenched with ammonium chloride and acidified with 1 N HCI, extracted with ethyl acetate, the organic layer was washed with water, brine solution. Then the reaction mixture was dried over anhydrous Na2SO4 and concentrated under reduced pressure and washed with nhexane to obtain the title compound (4.0 g, 87.85%) as an off white solid. LOMS165.0 (M-H) 1H NMR: (ODd3, 300MHz) 6 12.67 (5, 1H), 7.79 (5, 1H), 7.36-7.38 (d,1 H), 7.23-7.25 (d, 1 H), 5.23 (5, 1 H), 4.49 (5, 2H), 2.50 (5, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,68120-35-4, (3-Bromo-4-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MADANAHALLI RANGANATH RAO, Jagannath; GURRAM RANGA, Madhavan; PACHIYAPPAN, Shanmugam; WO2014/202580; (2014); A1;,
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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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Related Products of 2854-16-2, 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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. A new synthetic method of this compound is introduced below.

General procedure: The proper 1,4-pentanedione 48 (2.28 mmol) and the suitableamine (2.28 mmol) were dissolved in ethanol (2 ml) in a sealedglass tube equipped with a stirring bar in the presence of p-toluenesulfonicacid (30 mg, 0.17 mmol). The tube was heated in thecavity of the microwave reactor for 30 min (150W, internal temperature160 ¡ãC, and internal pressure 150 psi). At the end, thereaction mixture was cooled down and concentrated. The crudematerial was purified by chromatography on aluminum oxide(activity II-III, according to Brockmann) with cyclohexane to givethe expected pyrroles 49a-n? as solids in satisfactory yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2854-16-2, 1-Amino-2-methylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Article; Poce, Giovanna; Cocozza, Martina; Alfonso, Salvatore; Consalvi, Sara; Venditti, Giulia; Fernandez-Menendez, Raquel; Bates, Robert H.; Barros Aguirre, David; Ballell, Lluis; De Logu, Alessandro; Vistoli, Giulio; Biava, Mariangela; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 539 – 550;,
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