Tag: M.W=200-300

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 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

[0382] N-Cyclohexyl N-Methyl-2E,6E,10E-Geranylgeranyl amine (17a): To a dry reaction flask equipped with stir bar, N2 in let was placed alcohol 1 (0.145g, 0.5 mmol), t riphenylphosphine (0.196g, 0.75 m mol) and N-methylcyclohexylam ine (0.065 m L, 0.5 m mol) in anhydrous THF (1 mL). The reaction was cooled to 0 C and to it was added DIAD (0.151 g, 0.75 m mol) drop wise and the resu lting reaction was stirred at room temperatu re for overnight (~16h). After quenching it with H20 (5 m L), it was extracted with DCM (2 x 10 m L), dried over anhydrous sodiu m su lfate and the solvent was removed under a reduced pressure. The resu lting residue was chromatographed over silica gel using n-hexane and then 2-5% EtOAc in n-hexane to afford the desired amine 17a, yield : 0.072g (38%). LCMS: MS (m/z): 408.4 (M+N a).

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); 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. 17100-64-0, name is (4-Bromo-3-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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. Application In Synthesis of (4-Bromo-3-methoxyphenyl)methanol

4-Bromo-3-methoxybenzyl alcohol (2l.7 g, 0.l m) dissolved in toluene (200 ml) containing pyridine (ll.8 g, 0.l5 m) is stirred at 5° and treated with thionyl chloride (23.8 g, 0.2 m). The mixture is stirred, diluted with water and the organic layer washed with dilute hydrochloric acid, dried and concentrated in vacuo to give 4-bromo-3-methoxybenzyl chloride.

With the rapid development of chemical substances, we look forward to future research findings about 17100-64-0.

Reference:
Patent; SMITHKLINE BECKMAN CORPORATION; EP244088; (1989); A3;,
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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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

[0001250] A mixture of 2-(4-bromophenyl)propan-2-ol (49 mg, 0.23 mmol), Compound 296B (110 mg, 0.23 mmol), [1 J’-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (8.4 mg, 10 muiotaetaomicron), potassium carbonate (49 mg, 0.46 mmol), water (1 mL), and 1,4-dioxane (5 mL) was heated under nitrogen atmosphere at 100 C for 2 h. After cooling, water (5 mL) was added, and the mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with brine (5 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude product as a black oil. The oil was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 358. LC-MS (ESI) m/z: 577 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 0.76-0.88 (m, 4H), 1.23-1.30 (m, 1H), 1.63 (s, 6H), 1.83-1.88 (m, 4H), 2.01 (s, 1H), 2.73-2.81 (m, 5H), 2.97-3.03 (m, 2H), 3.74-3.79 (m, 1H), 4.33 (d, J= 4.4 Hz, 1H), 5.11 (d, J= 2.4 Hz, 1H), 7.21-7.28 (m, 1H), 7.35-7.51 (m, 3H), 7.57-7.63 (m, 4H), 7.68 (d, J= 7.2 Hz, 2H), 8.26 (d, J= 8.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

3-(4-bromophenyl)propan-1-ol (5.77 g, 26.83 mmol) was mixed with dichloromethane (30 mL) and water (30 mL), and benzyl bromide (6.88 g, 40.24 mmol), tetra-n-butylammonium hydrogen sulfate (0.46 g, 1.34 mmol), and sodium hydroxide (5.37 g, 134.17 mmol) were added subsequently. The mixture was stirred overnight, extracted several times with dichloromethane and the combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated. Yield: 3.59 g (43.9%) 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 1.80 – 2.04 (m, 2H), 2.69 (t, 2H), 3.48 (t, 2H), 4.51 (s, 2H), 7.06 (d, 2H), 7.32 – 7.47 (m, 7H).

According to the analysis of related databases, 25574-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; EP2520556; (2012); A1;,
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Related Products of 7073-69-0, 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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

A flask under nitrogen was charged with vinyl alcohol IV (97 g), bromo alcohol IIA (81g ), DMF (380 mL) and N,N-dicyclohexylmethylamine (Cy2NMe, 96.5 mL). To the reaction mixture was charged tri-o-tolylphosphine ((o-tol)3P, 506 mg) and trans-diaminedibromopalladium(II) ((NH3)2PdBr2> 454 mg). The batch was heated to 100 C and aged until completion. To the batch was charged 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 68.3 mL). The mixture was heated to 120C and aged for at least 6h. The batch was cooled to 45C, aq. Glycolic acid (56.8 mL, 70 wt %,) was slowly charged. Oxoalcohol VA was crystallized by slow addition of anti-solvent DI water at 55C. The crystalline product was dried at room temperature under vacuum with nitrogen sweep to yield oxoalcohol VA (110.7 g, 82% corrected yield from the vinyl alcohol IV. 1NMR (500MHz, CDCl3) delta 8.25 (m, 1H), 8.11 (d, J= 8.5 Hz, 1H), 8.08 (d, J= 1.5 Hz, 1H), 7.94 (m, 1H), 7.80 (m, 1H), 7.75 (d, J- 17.5 Hz, 1H), 7.72 (d, J= 5.0 Hz, 1H), 7.62 (d, J= 8.5 Hz, 1H), 7.49 (m, 1H), 7.46 (dd, J= 8.6, 2.0 Hz 1H), 7.43 (om, 1H), 7.42 (d, J= 16.3 Hz, 1H), 7.29 (dd, J= 7.6, 1.7 Hz, 1H), 7.24 (m, 1H), 7.19 (m, 1H), 3.49-3.42 (om, 4H), 2.47 (s, 1H), 1.73 (s, 6H). 13C NMR (125MHz, CDCl3) delta 199.7, 156.4, 148.6, 145.6, 139.8, 137.4, 136.8, 136.2, 135.6, 134.0, 131.6, 131.5, 129.6, 129.1, 128.7, 128.24, 128.21, 127.28, 127.26, 126.8, 126.0, 125.75, 125.69, 119.8, 73.8, 42.0, 32.2, 28.5. LC-MS (ESI+) m/z calculated C29H27C1N02 for 456.2 found 456.5 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7073-69-0, 2-(2-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALBANEZE-WALKER, Jennifer, E.; CHEN, Yonggang; HUMPHREY, Guy; KRSKA, Shane William; QI, Ji; TAN, Lushi; ITOH, Tetsuji; FUNANE, Shigeru; YOKOZAWA, Tohru; KOBAYASHI, Tohru; WO2014/81616; (2014); A1;,
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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 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 24034-73-9

A dry reaction flask equipped with a stir bar and N2 inlet was charged with Geranylgeranyl alcohol 1 (0.087 g, 0.3 mmol), triethyl amine (0.062 mL, 0.45 mmol) and dichloromethane, DCM (1 mL) and cooled to 0 C. To it was added acetyl chloride (1M solution in DCM, 0.42 mL, 0.042 mmol) drop- wise and the resulting reaction was stirred at room temperature for overnight, ~24h. The reaction was quenched with aqueous NaHC03 solution, extracted with DCM (3 x 20 mL), the DCM extract was washed with water (20 mL), dried over anhydrous Na2S04 and solvent was evaporated under a reduced pressure. The resulting oily residue was purified by a silica gel column chromatography using n-hexanes to 1-2% EtOAC in n-hexanes to afford a colorless liquid of ester 2a. Yield: 0.059 mg (60%); TLC Rf: 0.58 (10% EtOAc/n-Hexanes); LCMS: MS (m/z): 333.4 (M+H); Ret. Time: 14.13 minutes

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5F9O

To a mixture, kept under stirring, of C4F3CH2CH2OH (200 g, 0.757 moles), tetrahydrofurane (350 ml) and cyclohexane (300 ml) at 250C, an aqueous solution of NaOH (400 ml, 50%) was added drop-wise. After stirring for 2 hours, benzyltriethyl ammonium chloride (25 g, 0.11 moles) as phase transfer catalyst, and then 1- bromopropane (170 g, 1.38 moles) were added. The reaction mixture was kept under stirring at 400C for 40 hours, then at 700C for 8 hours. The resulting mixture was poured into water and the organic phase thus obtained was washed two times with water. After removing the fraction having a low boiling point, the raw product was subjected to distillation at reduced pressure, ? thus obtaining 200 g of C4F9CH2CH2O (CH2) 2CH3 (yield 86%, boiling temp. 1470C, n 1.3255) . Spectrographic data confirm the obtained structure: GC/MS m/z at 305 (M- H)+, 377 (M-CH2CH3J+, 73 ( -CH2OCH2CH2CH3) +, 43 (- CH2CH2CHj) + ; for NMR data see Tables 1-2.

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, 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol.

Reference:
Patent; ALChiMI.A. S.r.l.; WO2009/133575; (2009); A1;,
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Electric Literature of 4139-61-1, 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. 4139-61-1, name is 6-Bromo-4-hydroxycoumarin. A new synthetic method of this compound is introduced below.

Step one: the 6 – bromo -4 – hydroxy coumarin (1 mmol) with triethylamine (1.5 mmol) dissolved in 10 ml dichloromethane after, cold water bath cooling, trifluoromethyl sulfonic acid anhydride (1.5 mmol) is added slowly dropping in the reaction system, the reaction 3 hours later, and steaming and to remove the solvent, after concentrating column separation (petroleum ether and ethyl acetate to the volume proportion 4:1) to obtain 6 – bromo -4 – trifluoromethanesulfonic acid ester – coumarin.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4139-61-1, its application will become more common.

Reference:
Patent; Henan University of Technology; Wang Hongyan; Wei Xuning; Liu Yu; Guo Tao; Lin Xiangbin; Kong Linghui; (33 pag.)CN107629050; (2018); A;,
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Reference of 1454-85-9, Adding some certain compound to certain chemical reactions, such as: 1454-85-9, name is Heptadecan-1-ol,molecular formula is C17H36O, 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 1454-85-9.

General procedure: To a cooled (0 C) solution of alcohol(1.0 mmol) in anhydrous dichloromethane (5 ml), triethylamine (2.0 mmol),methoxyacetyl chloride (1.5 mmol) and dimethylaminopyridine (0.1 mmol)were added. The reaction mixture was stirred for 12?16 h at rt. The reactionmass was diluted with water and extracted with dichloromethane. The organiclayer was washed with 1 N HCl, saturated sodium bicarbonate, brine and driedover anhydrous sodium sulphate. The solvent was evaporated and purificationwas carried out by flash column chromatography.

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. 1454-85-9, Heptadecan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gadekar, Pradip K.; Hoermann, Maryann; Corbo, Faith; Sharma, Rajiv; Sarveswari; Roychowdhury, Abhijit; Tetrahedron Letters; vol. 55; 2; (2014); p. 503 – 506;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol. This compound has unique chemical properties. The synthetic route is as follows. name: 2,5,8,11-Tetraoxatridecan-13-ol

Tetraethyleneglycol monomethyl ether (1 .91 ml, 9 mmol) dissolved in dry and degassed DMF (3.5 ml, dried 24 h, 4A MS) was added carefully to sodium hydride (365 mg, 9 mmol) in dry and degassed DMF (15 ml, dried 24 h, 4A MS) under nitrogen at 0 C using a syringe. The temperature was then raised to room temperature and the reaction mixture was stirred for another 30 min. 3-(3-bromo-2,2-bis(bromomethyl)propoxy)prop-1 -ene (730 mg, 2.0 mmol) was then added and the temperature was raised to 100 C. After 14 h the reaction was completed (HPLC-ELSD-C18, 95:5 to 5:95 H2O/ACN in 25 min, Rt product = 19.5 min) the temperature was decreased to room temperature and the reaction mixture was carefully added to H2O (150 ml) and the H2O-phase was washed with diethyl ether (2 x 50 ml). Sodium chloride was then added to the H2O-phase until saturation. The H2O-phase was extracted with EtOAc (4 x 50 ml) and the combined organic phases were washed with brine (2 x 30 ml). Sodium sulfate and charcoal was added to the organic phase. The clear organic phase was filtered and the volatile material was removed at reduced pressure (8 mm Hg, 40 C then 0.1 mm Hg (oil pump) and 40 C to remove residual DMF). Column chromatography (EtOAc:MeOH 9:1 ) gave 1 .05 g (70%) of the product. 1H-NMR (CDCI3); 5.90 (m, 1 H), 5.20 (m, 2H), 3.94 (dt, 2H), 3.70-3.55 (m, 48H), 3.45 (s, 6H), 3.43 (s, 2H), 3.40 (s, 9H).

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, 23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol.

Reference:
Patent; SPAGO IMAGING AB; AXELSSON, Oskar; PETORAL JR., Rodrigo M.; EK, Fredrik; LAURITZSON, Petter; WO2013/41623; (2013); A1;,
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