Month: March 2021

Related Products of 63478-76-2, 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.63478-76-2, name is 6-Heptyn-1-ol, molecular formula is C7H12O, molecular weight is 112.1696, as common compound, the synthetic route is as follows.

Using the methodology in stage (vi) of Process C, hept-6-ynal was prepared from hept-6-yn-1-ol (C. Crisan Chem . Abs . 51 :5061b). The preparation of hept-2-en-6-ynal and 1,1,1-trichloropentan-4-one is described in EP 029 4 229.

Statistics shows that 63478-76-2 is playing an increasingly important role. we look forward to future research findings about 6-Heptyn-1-ol.

Reference:
Patent; THE WELLCOME FOUNDATION LIMITED; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; EP372816; (1990); 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. 6920-22-5, name is Hexane-1,2-diol. A new synthetic method of this compound is introduced below., SDS of cas: 6920-22-5

At room temperature, to the right amount of organic solvent (volume ratio 4:1 of the 1,4-dioxane and polyethylene glycol 200 (PEG-200) mixture), add 100mmol said formula (I) compound, 150mmol said formula (II) compound, 140mmol said formula (III) compound, 10mmol catalyst (2mmol 1-(1-ferrocenylethyl)-3-isopropyl-1-imidazolium iodide and 8mmol nickel chloride mixture), 200mmol oxidant copper chromite (Cr2Cu2O5), 120mmol base N,N-dimethylethanolamine (DMEA) and 10mmol promoter tetraphenylporphyrin, then heat up to 70 C, and at this temperature the stirring reaction 12 hours;After the reaction, the filtering net filtering, the filtrate pH value is adjusted to the neutral, and then saturated sodium carbonate aqueous solution for washing, adding acetone extraction of 2 – 3 times, the combined organic phase, concentrated under reduced pressure, the residue over 300 – 400 mesh silica gel column chromatography, for the volume ratio of 1:2 of the mixture of ethyl acetate and petroleum ether elution, so as to obtain the compound of formula (IV), and the yield is 92.9%.

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, 6920-22-5, Hexane-1,2-diol.

Reference:
Patent; Liu, Zhihua; (11 pag.)CN106083917; (2016); A;,
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Electric Literature of 149965-40-2, 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 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(5-Bromo-2-chloro-benzyloxy)-tert-butyl-dimethyl-silane TBDMS-Cl (10.6 g, 66.7 mmol) was added to a sol. of (5-bromo-2-chloro-phenyl)-methanol (12.8 g, 55.6 mmol) and imidazole (9.42 g, 138 mmol) in DMF (190 mL) at 0 C. The mixture was stirred for 2 h at 0 C., and aq. sat. NH4Cl was added. The mixture was extracted with heptane (2*). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane?EtOAc/heptane 1:49) yielded the title compound (18.0 g, 96%). LC-MS: tR=1.22 min.

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 149965-40-2, (5-Bromo-2-chlorophenyl)methanol.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
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Electric Literature of 100-37-8 ,Some common heterocyclic compound, 100-37-8, molecular formula is C6H15NO, 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.

General procedure: An oven dried 10 mL round bottom flask equipped with a stir bar was brought into the glove box with a reflux condenser. The flask was charged with [RuHCl(CO)(HN(CH2CH2PPh2)2)] (4) (6.0 mg, 0.01 mmol, 1mol%), KOH (8.2 mg, 0.15 mmol, 15mol%), toluene (1.0mL), an amine (1 mmol, 1.0 equiv), and an alcohol (1mmol, 1.0equiv) in that order. After all reagents have been added to the flask, the reflux condenser was attached and secured with a Keck clamp. The top of the condenser was sealed with a septum and the whole apparatus was then removed from the glove box. Once outside the glove box, the apparatus was equipped to nitrogen flow by inserting an inlet needle supplying a positive pressure of nitrogen into the septum, and an outlet needle connected to an oil bubbler. The reaction mixture was heated at reflux in a silicone oil bath overnight (12h), then allowed to cool to rt, and the conversion determined by GC-MS (CI). The resulting residue was subjected to flash chromatography with the indicated solvent system to obtain the purified amide in the reported isolated yield.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 100-37-8, 2-(Diethylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Oldenhuis, Nathan J.; Dong, Vy M.; Guan, Zhibin; Tetrahedron; vol. 70; 27-28; (2014); p. 4213 – 4218;,
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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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, 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. Safety of 3,3,3-Trifluoropropan-1-ol

A solution of DIAD (0.743 mL, 3.82 mmol) in THF (2.00 mL) was added slowly to a solution of 4-fluoro-3-nitrophenol (500 mg, 3.18 mmol), 3,3,3-trifluoropropan-l-ol (0.310 mL, 3.50 mmol) and PPli3 (1.00 g, 3.82 mmol) in THF (10.0 mL). The resulting reaction mixture was allowed to stir at RT overnight, after which TLC (20percent EtOAc in Hex) and LC-MS analysis showed product formation. Reaction mixture was concentrated under reduced pressure and residue purified by flash column chromatography: silica gel with a gradient of 5-20percent EtOAc in Hex to afford l-fluoro-2-nitro-4-(3,3,3-trifluoropropoxy)benzene (322 mg, 40.0 percent yield) as a clear golden oil. NMR (400 MHz, DMSO-ifc) d 7.68 (dd, J= 6.0, 3.2 Hz, 1H), 7.54 (dd, J= 10.9, 9.2 Hz, 1H), 7.42 (dt, J = 9.3, 3.5 Hz, 1H), 4.31 (t, .7= 5.9 Hz, 2H), 2.8l (qt, /= 11.4, 5.9 Hz, 2H). 19F NMR (376 MHz, DMSO-ifc) d -63.06 (t, J= 11.2 Hz, 3F), -129.28 (ddd, J= 10.3, 6.0, 3.6 Hz, IF). LCMS RT (Method 2) = 3.491 min.

With the rapid development of chemical substances, we look forward to future research findings about 2240-88-2.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; PONTIFICIA UNIVERSIDAD CATOLICA DE CHILE; SOUTHALL, Noel T.; VON BERNHARDI, Rommy M.; ALVAREZ, Alejandra; DEXTRAS, Christopher R.; DULCEY, Andres E.; MARUGAN, Juan J.; ZANLUNGO, Silvana; TALLEY, Daniel C.; FERRER, Marc; HU, Xin; (0 pag.)WO2019/173761; (2019); A1;,
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Synthetic Route of 2425-41-4, 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. 2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol. A new synthetic method of this compound is introduced below.

under argon at 0 oC was added a solution of diol (S109, 4.92 g, 22.0 mmol) in THF (20 mL) dropwise; the resulting mixture was warmed to room temperature and stirred for 1h. The reaction mixture was cooled to 0 oC, a solution of propargyl bromide (18.6 g, 158.4 mmol) in THF (25 mL) was added slowly, and the resulting mixture was warmed to room temperature and stirred overnight at 40 oC. After the product was consumed, as observed by TLC, the reaction was quenched by dropwise addition of water at 0 oC, and the resulting mixture was extracted with dichloromethane (50 mL x 2). The combined organic layers were washed with brine and dried over anhydrous Na2SO4, filtered, and evaporated to give a residue, which was purified by flash silica gel column using ISCO companion (hexane/ethyl acetate, 0 – 30%) to give 5.92 g (89.5%) of compound S110 as an oil.1H NMR (500 MHz, CDCl3; ppm): d7.49-7.47 (dd, J 8.0, 1.5 Hz, 2H), 7.38-7.34 (m, 3H), 5.43 (s, 1H), 4.21 (d, J 2.5 Hz, 2H), 4.12 (t, J 2.5 Hz, 4H), 4.10 (s, 1H), 3.91 (s, 1H), 3.89 (s, 1H), 3.37 (s, 2H); ESI MS for C18H20O4 calculated 300.34, observed [M+H]+ 301.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2425-41-4, (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, and friends who are interested can also refer to it.

Reference:
Patent; TOLLNINE, INC.; PONS, Jaume; WAN, Hong I.; BRADSHAW, Curt W.; SIM, Bang Janet; KUO, Tracy Chia-Chien; (239 pag.)WO2020/81744; (2020); A1;,
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Electric Literature of 116-02-9 ,Some common heterocyclic compound, 116-02-9, molecular formula is C9H18O, 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.

Synthesis 4 Synthesis of 3-(3,3,5-trimethylcyclohexyloxy)phenol In a four necked flask (1 L) sufficiently dried, substituted with nitrogen, and equipped with a dropping funnel, Dimroth condenser tube, thermometer and stirring blade, resorcinol (42 g, 0.38 mol), 3,3,5-trimethylcyclohexanol (54 g, 0.57 mol) and triphenylphosphine (150 g, 0.57 mol) were dissolved in dried tetrahydrofuran (200 ml) under a nitrogen gas stream, and a mixed solution of diisopropyl azodicarboxylate (100 g, 0.5 mol) and dried tetrahydrofuran (150 ml) was dropped for 1 hour while cooling with an iced saline solution. Next, it was stirred at room temperature for 12 hours. After the reaction terminated, 30 % hydrogen peroxide (75 ml) was dropped through the dropping funnel for 10 minutes, then the reaction solution was dissolved in 1 L toluene, and washed three times with 500 ml water. Toluene was distilled away by evaporation, and the residue was purified by column chromatography using hexane and ethyl acetate as developing solvents, to obtain a red brown objective product (hereinafter, referred to as R-4A) (19.5 g, 22 % yield, 99 % GC purity). The chemical shift value (delta ppm, TMS standard) of 1H-NMR of this compound in a heavy dimethyl sulfoxide solvent was 0.7 (m, 1H), 0.9 to 1.0 (m, 9H), 1.2 to 2.0 (m, 6H), 4.1 (m, H), 6.5 (m, 3H), 7.0 (m, H), 8.9 (b, H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116-02-9, its application will become more common.

Reference:
Patent; Mitsubishi Gas Chemical Company, Inc.; EP2505576; (2012); A1;,
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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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, 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. HPLC of Formula: C7H5BrF2O

A mixture of 48% HBr (130 mL, 1149 mmol) and (4-bromo-2,6- difluorophenyl)methanol (40 g, 179 mmol) was heated to reflux overnight. After cooling to room temperature, the reaction mixture was poured into 80 mL of water and was extracted with hexanes (2 x 300 mL). The combined organic layers were washed with sodium bicarbonate solution, dried over MgSO4, filtered, and concentrated to afford 5 -bromo-2-(bromomethyl)- 1,3 -difluorobenzene. ?H NMR (CDC13, 300 MHz) (ppm): 6.94-7.22 (m, 2H), 4.46 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 162744-59-4.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
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Reference of 37585-16-3, 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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of (2-amino-4-chlorophenyl)methanol (5.9 g) in ethyl acetate (100 ml_) was heated until the former dissolved. Acetic anhydride (8 ml_) was added and the mixture removed from the heat. The precipitate was filtered to give a white solid and the filtrate was concentrated and slurried with hexane and filtered to give further white solid. The two batches were combined to give 5.3 g of the alcohol intermediate. The first phase of the experiment was repeated on 3x the scale described above. 21 g of the combined products was dissolved in DCM (65OmL) and added to a solution of thionyl chloride (23 ml_) in DCM (225 ml_) at room temperature under argon. The mixture was stirred for 30 minutes and concentrated to give a yellow/red solid. The solid was dissolved in DCM (500 ml_), washed with saturated sodium bicarbonate (200 ml_) and dried over magnesium sulfate. Removal of the solvent gave the 22 g of the title compound as a yellow/brown solid. 1H NMR (CDCI3) delta 8.01 (d, 1 H), 7.52 (br. s, 1 H), 7.23 (d, 1 H), 7.12 (dd, 1 H), 4.58 (s, 2H), 2.25 (s, 3H).

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMTED; WO2007/14054; (2007); A2;,
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Related Products of 10488-69-4, Adding some certain compound to certain chemical reactions, such as: 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate,molecular formula is C6H11ClO3, 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 10488-69-4.

A solution of 8.26 g of glycine, 12.2 g of sodium carbonate, 0.85 g of catalyst 1,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) was added to 200 mL of tetrahydrofuran and stirred at 40-50 ¡ã C ,16.7 g (100 mol) of ethyl (S) -3-hydroxy-4-chlorobutyrate dissolved in 50 mL of tetrahydrofuran was slowly added,After dripping,After maintaining the reaction at 48 ¡ã C for 0.5 hour,The temperature was raised to 77 ¡ã C to continue the reaction for 5 hours,After completion of the reaction, the reaction solution was cooled to room temperature,Filter out insoluble matter,Vacuum recovery of most of the organic solvent recovery,Add water to the residue,Sodium hydroxide solution to adjust the reaction solution pH to 8.5,Extracted with ethyl acetate,Water dilute hydrochloric acid to adjust the pH to 1.6,Ethyl acetate extraction,Dried and concentrated to 14.9 g of a white solid (S) -4-hydroxy-2-oxo-1-pyrrolidine acetic acid,Yield 93.6percent (calculated as ethyl (S) -3-hydroxy-4-chlorobutyric acid ethyl ester)HPLC purity 95.80percent (area normalization).

According to the analysis of related databases, 10488-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Murderson Biopharmaceutical Co., LTd.; Li, Zhongjun; Han, Bo; Niu, Huaying; Liu, Fanlei; (10 pag.)CN106397294; (2017); A;,
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