Tag: M.W=200-300

Electric Literature of 55357-38-5 ,Some common heterocyclic compound, 55357-38-5, molecular formula is C12H21NO4S, 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.

To a solution comprising compound la prepared starting from 7.4 gr. of compound 2a a solution of 12.7 gr. of choline tosylate in dry acetonitrile was added. A solution of 5.9 ml. of triethylamine in 4 ml. DCM was added thereto. The reaction mixture was stirred overnight. The reaction mixture was then concentrated, 250 ml. of hexane was added and evaporated to dryness. The residue was redissolved in 390 ml. of THF and precipitated choline tosylate was filtered. Concentrated HCl (1. 7ml) was added and the reaction mixture was stirred for 1 hour. The reaction mixture was dried over magnesium sulfate, filtered, and the pH was basified with triethylamine. The precipitation was filtered, the filtrate was evaporated to dryness and then redissolved in a solvent mixture consisting of chloroform, methanol and water (8: 4: 3). The lower phase was separated and washed 4 times with the same upper phase and evaporated. The crude product was dissolved in 45 ml. of 1M tetrabutylammonium fluoride in THF and the reaction mixture was stirred at 45C for 2 hours. The resulting solution was evaporated and the crude product was purified by silicagel chromatographic column. (Eluent: gradual mounting concentration of methanol in chloroform). The relevant fractions were evaporated and the resulting product was then co-evaporated with acetonitrile. 1.49 of pure product was obtained (23% yield). 1H NMR 300 MHz (8 ppm, CD30D) : 0.92 (t, 3H), 1.31 (bm, 20H), 1.44 (m, 2H), 2.10 (q, 2H), 2.92 (m, 1H), 3. 33 (m, 1H), 3.67 (m, 2H), 3.92 (m, 1H), 4.04 (m, 2H), 4.30 (m, 2H), 5.55 (dd, 1H), 5. 78 (dt, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55357-38-5, its application will become more common.

Reference:
Patent; BIOLAB LTD.; WO2005/68480; (2005); 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. 72995-94-9, name is 14-Bromotetradecan-1-ol, molecular formula is C14H29BrO, 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. COA of Formula: C14H29BrO

(5) A solution of n-butyl lithium (1.8 ml) was added dropwise to a 5 ml THF solution of 560 mg of 1,1-(ethylenedioxy)-4-methyl-3-(phenylsulfonyl)-cyclohexane and 4 mg of triphenylmethane under an argon stream at -78 C. The resulting mixture was stirred for 10 minutes and then reacted at room temperature for one hour. HMPT (1 ml) was added and the resulting mixture was cooled again to -78 C., followed by the dropwise addition of a 2 ml THF solution of 205 mg of 14-bromo-1-tetradecanol. After the reaction at -20 C. for 2 hours, the reaction mixture was poured into a saturated solution of ammonium chloride. The resulting mixture was extracted with diethyl ether. The organic layer was washed with water and saturated saline, dried over magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column while using hexane-ethyl acetate, whereby 1,1-(ethylenedioxy)-3-(14-hydroxytetradecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane was obtained in the form of a colorless oil (yield: 98%).

With the rapid development of chemical substances, we look forward to future research findings about 72995-94-9.

Reference:
Patent; Luu, Bang; Mohier, Eliane; Yamada, Masashi; Suma, Yukie; Suzuki, Hiroto; US2004/115810; (2004); A1;,
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Synthetic Route of 19833-96-6, 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 19833-96-6, name is Methyl 2-cyclopentyl-2-hydroxy-2-phenylacetate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2 (2.20 g, 9.4 mmol) and N-methyl-3-pyrrolidinol (3, 1.30 g, 13 mmol) in 40 ml of n-heptane was heated until 20 ml of heptane had been distilled. About 0.003 g of sodium was added, and the solution was stirred and heated for 2 h as the distillation was continued. More heptane was added at such a rate as to keep the reaction volume constant. Additional sodium was added at the end of an hour. The solution was then cooled and extracted with 3N HCl. The acid extract was made alkaline with concentrated NaOH and extracted three times with ether. Removal of the dried ether solution gave a crude oil. Flash chromatography of the crude product on silica gel with 8:1 EtOAc:EtOH gave pure product 4 (2.053 g, 72%). Analysis for C18H25NO3. Calcd: C, 71.26; H, 8.31; N, 4.62. Found: C, 71.55; H, 8.44; N, 4.68. 1H NMR(CDCl3, 500 MHz): 1.27-1.35, 1.40-1.47, 1.54-1.60, 1.75-1.90 [8H, m, (CH2)4], 2.12-2.30, 2.52-2.57, 2.64-2.81 (6H, m CH2NCH2CH2), 2.33, 2.36 (3H, 2s, NCH3), 2.93 [(1H, p, CHC(OH)], 3.83 (1H, bs, OH), 5.23 (1H, m, CO2CH), 7.23-7.36, 7.64-7.67 (5H, m, Ph) ppm.

According to the analysis of related databases, 19833-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bodor, Nicholas S.; US2007/123557; (2007); 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. 72995-94-9, name is 14-Bromotetradecan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 72995-94-9

Synthesis Example D-(27) 2,5-Dimethoxyphenol (287.1 mg) was dissolved in 30 ml of acetone, and to this solution, potassium carbonate and a solution of 14-bromotetradecan-1-ol (599.5 g) in 2 ml of acetone were added. The reaction mixture was stirred at reflux temperature (56C) for 24 hours, and then neutralized with saturated ammonium chloride solution. It was then extracted three times with diethyl ether. The organic layer was washed with saline solution and dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure. Purification of the residue by silica gel chromatography (eluting with dichloromethane) gave 14-(2,5-dimethoxyphenoxy)tetradecan-1-ol as white crystals at a 65% yield. Molecular weight: 366.53 (C22H38O4) TLC: (CH2Cl2100%) Rf value=0.2 1H-NMR: (300MHz, CDCl3) delta:1.26 (s large, 20H, -(CH2)10-); 1.54 (qt, 2H, J=6.9Hz, -CH2-); 1.81 (qt, 2H, J=7.2Hz, -CH2-); 3.63 (t, 2H, J=6.6Hz, -CH2-OH); 3.76 (s, 3H, -OCH3); 3.81 (s, 3H, -OCH3); 3.97 (t, 2H, J=6.9Hz, -CH2-O-Ph); 6.38 (dd, 1H, J3=8.7Hz, J5=2.8Hz, aromatic-CH); 6.50 (d, 1H, J5=2.8Hz, aromatic-CH); 6.78 (d, 1H, J3=8.7Hz, aromatic-CH) 13C-NMR: (75MHz, CDCl3) delta: 25.75; 25.97-32.5; 32.83; 55.67; 56.81; 63.12; 68.96; 101.66; 103.01; 112.66; 144.41; 151.08; 155.44

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, 72995-94-9, 14-Bromotetradecan-1-ol.

Reference:
Patent; Meiji Dairies Corporation; EP1854777; (2007); 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. 666747-06-4, name is (2,4-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H6Br2O

Under a nitrogen atmosphere, to a solution of 2,4-dibromobenzyl alcohol (40 g, 0.15 mol) and 2-methoxypropene(144 mL, 1.5 mol) in THF (300 mL) was added pyridinium p-toluenesulfonicacid (75 mg, 0.30 mmol) at 0 C, and the whole wasstirred for 1 h. The reaction mixture was poured into saturatedNaHCO3 at 0 C. The resulting mixture was extracted with toluene.The organic layer was washed with saturated NaCl, and dried overNa2SO4. The solvent was removed under reduced pressure to give 2as an oil quantitatively. The product was used in the next stepwithout further purification. 1HNMR(CDCl3) d 1.44 (6H, s), 3.22 (3H,s), 4.48 (2H, s), 7.42 (1H, d, J 8.0 Hz), 7.44 (1H, dd, J 1.5, 8.0 Hz),7.68 (1H, d, J 1.5 Hz); 13C NMR (CDCl3) d 24.82, 49.16, 62.26,101.01,121.32, 122.99, 129.94, 130.85, 134.90, 137.98; IR (KBr) 2989, 2941,1581, 1464, 1375, 1080, 1059, 814 cm1; HRMS (APPI) (m/z): Calcdfor C11H14Br2NaO [MNa] 358.9253, Found 358.9244.

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, 666747-06-4, (2,4-Dibromophenyl)methanol.

Reference:
Article; Murakata, Masatoshi; Ikeda, Takuma; Kimura, Nobuaki; Kawase, Akira; Nagase, Masahiro; Kimura, Masahiro; Maeda, Kenji; Honma, Akie; Shimizu, Hitoshi; Tetrahedron; vol. 73; 6; (2017); p. 655 – 660;,
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Reference of 29194-04-5, Adding some certain compound to certain chemical reactions, such as: 29194-04-5, name is 2-(Benzyl(methyl)amino)-1-phenylethanol,molecular formula is C16H19NO, 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 29194-04-5.

General procedure: A mixture of the substituted benzaldehyde (1.0mmol),finelyground sarcosine (0.13 g, 1.5 mmol),and paraformaldehyde (0.09g, 3.0 mmol)was refluxedin dry benzene (3.3 mL),with magnetic stirring and removal of formed water by means of a Dean-Starktrap, for 6-8h. The resulting solution was evaporated in vacuo to give the oily 5-aryl-3-methyloxazolidine 6. This was dissolved in toluene (1 mL)and quickly added to asolution of ArMgBr prepared from ArBr (1.5 mmol)and Mg (0.04g, 1.5 mmol)in THF (2mL)at 0 C with vigorous stirring. The mixture was left overnight at room temperature. Concentrated HCl (0.25 mL, 3.0 mmol)and toluene (3mL)were added with stirring to the cooled solution ( 5 C). The organic layer was decanted and the precipitate additionally washed with toluene and Et 2O. After basification with an excess of aq NH 3, extraction with CH 2Cl2 (2 2 mL),drying over Na 2SO4, and evaporation, the corresponding N-benzyl-b-hydroxyphenethylamine 7 was obtained. This was dissolved in CH 2Cl2 (2 mL)and treated dropwise with concd H2SO4 (2 mL)(96%-for 7a,b, 75%-for 7d,e) over 5min. After stirring for 2h, ice chips were added and the aq solution made basic with aq NaOH solution. The mixture was extracted with CH 2Cl2 (2 2 mL)and the combined organic extracts dried over anhydrous Na 2SO4, filteredthrough athin layer of silica gel and concentrated in vacuo. Amino alcohols 7c and 7f were cyclized using AlCl 3 in CH 2Cl2 (4.0 equiv, reflux,1.5 h)and polyphosphoric acid (1.1gof PPA- 1 mmol of 7f, 80-90 C, 1.5 h),respectively. The free bases were converted into hydrochloride salts with anhydrous ethereal HCl solution generated in situ from i-PrOH (1.3 equiv)and AcCl (1.1equiv).

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. 29194-04-5, 2-(Benzyl(methyl)amino)-1-phenylethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Moshkin, Vladimir S.; Sosnovskikh, Vyacheslav Ya.; Tetrahedron Letters; vol. 54; 21; (2013); p. 2699 – 2702;,
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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. 261763-21-7, name is (5-Chloro-2-(trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 261763-21-7

Dissolve (5-chloro-2-trifluoromethylphenyl)-methanol (347 mg, 1.66 mmol) in dichloromethane (10 mL). Add pyridinium chlorochromate (717 mg, 3.32 mmol) and stir for 2 h. Dilute with diethyl ether and stir for 1 h. Filter and concentrate. Chromatograph on silica gel eluting with 10% ethyl acetate in hexane to give the title compound as a clear EPO oil (285 mg, 82%). 1HNMR (400 MHz, MeOH-d4) delta 10.33 (s, IH), 7.90 (s, IH), 7.69 (d, IH5 J = 8.4 Hz), 7.54 (d, IH, J = 8.4 Hz).

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, 261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
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Reference of 125617-18-7, 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 125617-18-7, name is (E)-3-(4-(Trifluoromethyl)phenyl)prop-2-en-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

(2E)-3-[4-(Trifluoromethyl)phenyl]-2-propen-1-ol (242 mg), methyl 3-(2-aminophenoxy)benzoate (243 mg), triphenyl phosphine (11 mg) and molecular sieves 4A (200 mg) were suspended in benzene (5 mL) under an argon atmosphere. Titanium (IV) isopropoxide (150 muL) and palladium acetate (6 mg) were added to the suspension and heated to reflux for 3 hours. The reaction mixture was cooled down to room temperature, 1N hydrochloric acid was added thereto and the mixture was extracted with ethyl acetate. 1N Sodium hydroxide was added to the aqueous layer to make alkaline and the mixture was extracted with ethyl acetate again. The organic layers were combined, successively washed with water and saturated saline solution, dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by a silica gel column chromatography (hexane : ethyl acetate = 20:1) to give methyl ester of the title compound (methyl 3-[2-({(2E)-3-[4-(trifluoromethyl)phenyl]-2-propenyl}amino)phenoxy]benzoate). The same operation as Example 4 was carried out using the methyl ester of the title compound instead of the compound produced in Example 3 to give the compound of the present invention (232 mg) having the following properties. TLC: Rf 0.35 (dichloromethane:methanol = 19:1); NMR (DMSO-d6) delta 3.95, 5.68, 6.41-6.55, 6.56-6.65, 6.75, 6.89, 6.99-7.09, 7.19-7.30, 7.38, 7.47, 7.55, 7.59-7.67, 13.06.

According to the analysis of related databases, 125617-18-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1661879; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 21285-46-1, (E)-2,3-Dibromobut-2-ene-1,4-diol, 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, Recommanded Product: (E)-2,3-Dibromobut-2-ene-1,4-diol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (E)-2,3-Dibromobut-2-ene-1,4-diol

10128] Propargyl bromide (80% solution in toluene, 1.25 mE, 11.6 mmol, 1 equiv) was added to a stirred solution of (E)-2,3-dibromobut-2-ene-1,4-diol (51, 8.56 g, 34.8 mmol, 3.00 equiv) and potassium hydroxide (1.30 g, 23.2 mmol,2.00 equiv) in 50% N,N-dimethylformamide-water (30 mE) at 24 C. The resulting mixture was stirred for 12 hat 24 C. The product mixture was purified by flash-column chromatography (eluting with 25% ethyl acetate-hexanes, grading to 100% ethyl acetate, one step) to afford (E)-2,3-dibromo-4- (prop-2-yn-1-yloxy)but-2-en-1-ol (S2) as a white solid (2.69 g, 82%). R1=0.26 (20% ethyl acetate-hexanes; CAM). ?H NMR (400 MHz, CDC13): oe 4.49 (s, 4H, H,/H2), 4.14 (d, 2H, J=2.4 Hz, H3), 3.28 (t, 1H, J=6.8 Hz, OH), 2.49 (t, 1H, J=2.4 Hz, H4). ?3C NMR (600 MHz, CDC13): oe 125.3 (C), 118.6 (C), 78.8 (C), 75.5 (CH), 72.8 (CH2), 66.8 (CH2), 57.2 (CH2). IR (NaC1), cm?: 3295 (br), 1092 (m), 642 (m). HRMS-ESI (m/z): [M+H] calculated for C7H8798?Br2O2, 283.8871. found, 283.8878.

The synthetic route of 21285-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Regents of the University of California; Bertozzi, Carolyn R.; Woo, Christina; (50 pag.)US2016/187350; (2016); 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. 666747-06-4, name is (2,4-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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. Quality Control of (2,4-Dibromophenyl)methanol

Zinc cyanide (1.01 g, 8.65 mmol) and tetrakis(triphenylphosphine) palladium (Pd(PPh3)4, 0.50 g, 0.43 mmol) were added into a solution of 2,4-dibromobenzyl alcohol (1-1, 2.3 g, 8.65 mmol) in DMF (20 mL). After deoxygenated via argon bubbling, the reaction mixture was heated at 80 °C and reacted for 5 hours, cooled down to room temperature, diluted with ethyl acetate (80 mL), washed successively with water (80 mLx3) and saturated brine (80 mLx3), dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated to obtain a crude product. The crude product was then purified by column chromatography (elution system: petroleum ether: ethyl acetate = 15/1-4/1) to obtain a white solid product (0.81 g, 44percent yield). The molecular ion peak shown by liquid chromatography-mass spectrometry was: MS (ESI): m/z 211.9/213.9 [M+H]+. NMR: 1HNMR (400 MHz, CDCl3) delta: 7.82 (s, 1 H), 7.69 (d, J = 8.0 Hz, 1 H), 7.65 (d, J = 8.0 Hz, 1 H), 4.80 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 666747-06-4.

Reference:
Patent; SUZHOU CONNECT BIOPHARMACEUTICALS, LTD.; ZHENG, Wei; PAN, Wubin; YANG, Xin; (47 pag.)EP3048103; (2016); A1;,
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