Author: tianli

Reference of 14002-80-3, 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. 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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.

Step A: methyl 3 -(5-bromopyridin-2-yloxyV2,2-dimethylpropanoateSodium hydride (60% disp. in oil, 908.0 mg, 22.7 mmol) was added portionwise at RT to a solution of 5-bromo~2-fiuoropyridine (1.16 mL, 11.4 mmol) and methyl 3-hydroxy-2,2- dimethylpropanoate (1.88 mL, 14.8 mmol) in anhydrous THF (33 mL) and dry 1 ,3 -dimethyl – 3,4,5,6-tetraliydro-2(lH)-pyrimidinone (5.0 mL) under argon. After 2 h of stirring at RT, the reaction mixture was heated at 50 C for 10 h and then at 70 C for 3 h. The suspension was cooled to RT and filtered over a thin celite pad. The celite pad was rinsed with Et20 (150 mL). The filtrate was concentrated to a volume of ca. 5 mL, then diluted with Et20 (150 mL), quenched with water (90 mL) and decanted. The aqueous layer was extracted with Et20; the combined organic extract was successively washed with water then brine, dried (MgSC^), filtered and concentrated. Purification by silica gel chromatography (eluant: 0-20%EtOAc hexanes) yielded the title compound as a clear oil. MS = 288, 290 [M+l).

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 14002-80-3, Methyl 3-hydroxy-2,2-dimethylpropanoate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; ASLANIAN, Robert; CAO, Jianhua; KIM, David; ZORN, Nicolas; WO2012/24179; (2012); 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 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 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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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;,
Alcohol – Wikipedia,
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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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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. 15100-35-3, name is Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol, the common compound, a new synthetic route is introduced below. SDS of cas: 15100-35-3

Step B. p-Toluenesulfonyl chloride (662 mg, 3.47 mmol), triethylamine (0.605 ml), and DMAP (35 mg, 0.29 mmol) were added to a solution of bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol (388 mg, 2.89 mmol) in dichloromethane (12 mL) at room temperature and the reaction mixture was stirred overnight. Saturated aqueous NH4CI was added to the reaction mixture, and the mixture was extracted with dichloromethane, dried over MgSO4 and purified by chromatography (5-20% EtOAc/hexanes) to provide bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate (830 mg, 99%).

The synthetic route of 15100-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNOPP BIOSCIENCES LLC; Resnick, Lynn; Topalov, George T.; Boyd, Steven A.; Belardi, Justin K.; Flentge, Charles A.; Hale, James S.; Harried, Scott S.; Mareska, David A.; Zhang, Kai; Heap, Charles R.; Hadden, Mark; Cui, Wenge; Decornez, Helene; Liu, Shuang; (146 pag.)US2016/31875; (2016); A1;,
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Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Example 192: Synthesis of 6-(( R )-4-(2-hydroxy-2-methylpropyl)-2-methylpiperazin-1-yl)- N -(( E )-5-hydroxyadamantan-2-yl)picolinamide [447] [448] N-((E)-5-hydroxyadamantan-2-yl)-6-((R)-2-methylpiperazin-1-yl)picolinamide(60 mg, 0.162 mmol), potassium carbonate (45 mg, 0.324 mmol), and potassium iodide (27 mg, 0.162 mmol) were suspended in acetonitrile (2 ml), followed by addition of 1-chloro-2-methylpropan-2-ol (0.10 ml, 0.972 mmol), and then the resulting liquid was stirred at 100oC under nitrogen stream for 72 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (3percent MeOH/MC), to obtain 10 mg of white solid (14percent). MS (ESI): 443[M+H]+

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 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; SK Chemicals Co.,Ltd.; RYU, Je Ho; KIM, Shin Ae; RYU, Keun Ho; KIM, Jae Sun; KIM, Nam Ho; HAN, Hye Young; KIM, Yong Hyuk; YOUN, Won-No; LEE, Yoon-Jung; SON, Hyun Joo; LEE, Bong-yong; PARK, Sung Hoon; LEE, Ju Young; LEE, Hyun Jung; JUNG, Hoe Chul; SHIN, Young Ah; LEE, Jung A; LEE, Bo Ram; SA, Joon Ho; WO2011/139107; (2011); A2;,
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Related Products of 186020-66-6, 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.186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, molecular weight is 278.342, as common compound, the synthetic route is as follows.

An ice-cooled mixture of tert-butyl 3-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)propanoate (commercially available from for example Aldrich) (2.0 g, 7.2 mmol), triphenylphosphine (2.3 g, 8.6 mmol) and methyl 3-hydroxybenzoate (commercially available from for example Aldrich) (1.2 g, 7.9 mmol) in THF (40 mL) was treated dropwise over 5 minutes with diisopropyl azodicarboxylate (1.68 mL, 8.6 mmol). The mixture was warmed to ambient temperature and stirred for 18 hours. The mixture was then evaporated to dryness and purified by flash column chromatography (100 g silica cartridge) using a gradient elution from 0 to 100% methyl tert-butyl ether in cyclohexane over 40 minutes to afford the title compound (2.53 g, 85% yield). LCMS RT=1.14 min, ES+ve m/z 430 [M+NH4]+.

Statistics shows that 186020-66-6 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; Crews, Craig M.; Buckley, Dennis; Ciulli, Alessio; Jorgensen, William; Gareiss, Peter C.; Van Molle, Inge; Gustafson, Jeffrey; Tae, Hyun-Seop; Michel, Julien; Hoyer, Dentin Wade; Roth, Anke G.; Harling, John David; Smith, Ian Edward David; Miah, Afjal Hussain; Campos, Sebastien Andre; Le, Joelle; US2014/356322; (2014); A1;,
Alcohol – Wikipedia,
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Related Products of 4704-94-3 , The common heterocyclic compound, 4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol, molecular formula is C4H10O3, 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.

(1 a) 5,9-dioxaspiro[3.51non-7-ylmethanolCyclobutanone (3.3 g, 47.1 mmol), 2-(hydroxymethyl)-1 ,3-propanediol (5 g, 47.1 mmol), p-toluenesulfonic acid monohydrate (450 mg, 2.37 mmol), and benzene (50 ml) were mixed together in a round-bottom flask equipped with a Dean-Stark and a cooling tube, and the mixture was stirred for 6 hours under reflux, and then allowed to stand at room temperature overnight. Triethylamine (2 ml) was added to the reaction mixture, and then the reaction liquid was concentrated. The resulting residue was purified by silica gel column chromatography (silica gel, eluent: heptane / ethyl acetate = 1 / 1 -1 / 3 gradient), whereby the title compound (5.56 g, yield 67.1 %) was obtained as a colorless oil.1H-NMR (400 MHz, DMSO-d6) delta ppm: 1.56-1.66 (2H, m), 1.66-1.76 (1 H, m), 2.05-2.15 (4H, m), 3.33 (2H, dd, J = 5, 6 Hz), 3.50 (2H1 dd, J = 8, 12 Hz), 3.76 (2H, dd, J = 4, 12 Hz), 4.54 (1 H, t, J = 5 Hz).

The synthetic route of 4704-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R & D Management Co., Ltd.; WO2008/47849; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts