Tag: M.W=200-300

Application of 101597-25-5, 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 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 4-(4-methoxyphenyl)naphthalen-2-ol (0.50 g, 2.0 mmol), 1,1-bis(4-methoxyphenyl)prop-2-yn-1-ol (0.563 g, 2.1 mmol), trimethyl orthoformate (0.424 g, 0.4 mL, 4.0 mmol) and pyridinium p-toluenesulfonate (0.03 g, 0.10 mmol) in 1,2-dichloroethane (25 mL) was heated under reflux for 2 h. The solvent was removed in-vacuo and the residue was purified by elution from silica using EtOAc (30% in hexanes) as eluent to afford the title compound as a viscous orange oil/ foam (0.89 g, 89 %); numax 521, 552, 580, 650, 667, 696, 738, 765, 826, 946, 1000, 1014, 1029, 1093, 1112, 1171, 1198, 1242, 1288, 1302, 1439, 1456, 1505, 1584, 1606 cm-1; 1H NMR (CDCl3) deltaH 3.78 (s, 6H, 2 × OMe), 3.89 (s, 3H, OMe), 6.22 (d, J = 10.0 Hz, 1H, 2-H), 6.84 (app. d, J = 8.7 Hz, 4H, Ar-H), 6.99 (app. d, J = 8.5 Hz, 2H, Ar-H), 7.14 (s, 1H, 5-H), 7.24 – 7.28 (m, 1H, Ar-H), 7.33 (d, J = 9.9 Hz, 1H, 1-H), 7.38 – 7.42 (m, 6H, Ar-H), 7.45 – 7.49 (m, 1H, Ar-H), 7.82 (d, J = 8.4 Hz, 1H, 7-H), 8.01 (d, J = 8.4 Hz, 1H, 10-H); 13C NMR (CDCl3) deltaC 55.3, 82.2, 113.2, 113.4, 113.7, 119.1, 119.3, 121.6, 123.5, 126.4, 126.7, 127.8, 127.9, 128.4, 130.3, 131.0, 132.7, 137.3, 141.8, 150.0, 158.9, 159.1. HRMS found [M+H]+ = 501.2050, C34H28O4 requires [M+H]+ = 501.2060.

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aiken, Stuart; Armitage, Ben; Gabbutt, Christopher D.; Heron, B. Mark; Tetrahedron Letters; vol. 56; 33; (2015); p. 4840 – 4842;,
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Application of 83647-43-2 ,Some common heterocyclic compound, 83647-43-2, molecular formula is C8H9BrO, 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.

INTERMEDIATE 2 5-bromo-4-methyl-2-benzofuran-1 (3H)-one; Step B; To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution ofthalliumtrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residuewas pumped under high vacuum for 30 min to ensure complete removal of TF A. To the residuewas then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushedwith CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. Thesolution was filtered through a Celite pad, washed with EtOAc, adsorbed onto silica and purifiedby silica gel chromatography to afford the title compound: 1H-NMR (500 MHz, CDCh) 8 ppm7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
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Related Products of 7735-42-4, Adding some certain compound to certain chemical reactions, such as: 7735-42-4, name is 1,16-Hexadecanediol,molecular formula is C16H34O2, 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 7735-42-4.

4.2 1 6-Bromohexadecan- 1 -ol10215] The diol 14 (1.047 g, 4.05 mmol) was dissolved in cyclohexane (30 mE) and vigorously stirred with 48% HBr (0.5 mE, 4.46 mmol, 1.1 eq.). The mixture was refluxed for 6 h, diluted with water (50 mE) and the phases were separated. The aqueous phase was extracted with a mixture of dichloromethane and methanol (v/v, 4:1 3×20 mE). The combined organic layer was dried over Mg504. The product was purified by column chromatography with silica gel (6×6 cm, cyclohexane/ethyl acetate, 8:1) and isolated as a white solid. Yield: 4.598 g (96%). Traces of i,i6-dibromohexadecane were also found.1515 13 11 9 7 5 3 1j0216] M.p.: 65 C. (lit. 53-54 C.)j0217] ?H-NMR (300 MHz, CDC13) oe [ppm]: 1.26-1.47 (m, 23H, 4-CH2 to i4-CH2, i-OH), 1.51-1.62 (m, 4H, 2-CH2, 3-CH2), 1.85 (m, 2H, i5-CH2), 3.41 (t, 3JH,H=6.9 Hz, 2H, i6-CH2), 3.64 (t, 3J,y=6.6 Hz, 2H, i-CH2).10218] ?3C-NMR (75 MHz, CDC13) oe [ppm]: 25.9 (t, C-3),28.3, 28.9, 29.6, 29.7, 29.8 (t, C-4 to C-i4), 33.0 (t, C-2, C-iS), 34.3 (t, C-i6), 63.3 (t, C-i).10219] Refs.: M.p. P. Chuit, J. Hausser, Helv. Chim. Acta1929, 12, 850-859.10220] ?H-NMR spectroscopic data agree with those given by: S. Takanashi, M. Takagi, H. Takikawa; K. Mori, I Chem. Soc., Perkin Trans. 11998, 1603-1606.

According to the analysis of related databases, 7735-42-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; Haufe, Guenter; Levkau, Bodo; Schaefers, Michael; Schilson, Stefani Silke; Keul, Petra; US2014/170067; (2014); A1;,
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Related Products of 722-92-9, Adding some certain compound to certain chemical reactions, such as: 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol,molecular formula is C9H7F6NO, 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 722-92-9.

Procedure 1, Step A. To a solution of 2-(4-aminophenyl)-l, l,l,3,3,3-hexafluoropropan-2- ol (4) (15 g, 1.0 equiv) in DMF (120 mL) was added a solution of NaN02(4.4 g, 1.1 equiv) in 30 mL water. The mixture was cooled to 0C for 15 min. 6 N HC1 (29 mL, 3.0 equiv) was added dropwise to the reaction mixture for over 15 min at 0C. The resulting mixture was stirred at 0C for lh. KI (10.1 g, 1.05 equiv) was added with portions (over 15 mins). The reaction mixture was stirred at 0C for lh, and then at room temperature overnight. The reaction was diluted with water (-500 mL) and extracted with EtOAc/hexane (2: 1, 3 x 150 mL). The combined organic phase was washed with NaHS03, water, and brine. The crude mixture was purified on a silica gel column to afford l, l,l,3,3,3-hexafluoro-2-(4-iodophenyl)propan-2-ol (Intermediate 1) (18.85 g, yield 88%) as a pale yellow oil.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ESCALIER BIOSCIENCES B.V.; MOHAN, Raju; NUSS, John; HARRIS, Jason; YUAN, Shendong; (144 pag.)WO2019/177996; (2019); A1;,
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Electric Literature of 186020-66-6 , The common heterocyclic compound, 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, 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.

Tosyl chloride (22.3 g, 117 mmol) was added in portions to a stirring solution of 3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (16.3 g, 58.6 mmol) and pyridine 60 mL in (240 mL) and the mixture was stirred overnight. The reaction was quenched with water (300 mL) and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2*100 mL). The combined organic layer was washed with HCl (1N, 100 mL), water (100 mL), and dried over Na2SO4 and the solvent was removed in vacuo to give an oil which corresponds to the title compound that would be used as is for the next step. (M+1)=433.

The synthetic route of 186020-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bradshaw, Curt; Bhat, Abhijit; Lai, Jing Yu; Doppalapudi, Venkata; US2008/166364; (2008); 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below., Recommanded Product: 756520-66-8

A slurry of l-(2,6-dichloro-3-fluorophenyl)ethanol (4.6 g, 22 mmol) and P2O5 (17.5 g, 0.12 mol) in DCM (200 mL) was stirred at rt for 16 hours. The solid was filtered off through a pad of CELITE, and washed with DCM (200 mL) for several times. The filtrate was washed with saturated Na2C03 aqueous solution (100 mL x 2). The separated organic layer was dried over anhydrous Na2S04, and concentrated in vacuo. The white solid precipitated during concentration was discarded. The remained oil was dried in vacuo, and used directly in the next step without further purification (3.5 g, 83%). MS (ESI, pos. ion) m/z: 191.0 (M+l); 1H NMR (400 MHz, DMSO- e): delta 7.60-7.50 (m, 1H), 7.45-7.35 (m, 1H), 6.75-6.63 (m, 1H), 5.90-5.75 (m, 2H).

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, 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; WO2014/193647; (2014); A2;,
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Application of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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 methanesulfonic acid octadeca-9,12-dienyl ester 2To a solution of the alcohol 1 (26.6 g, 100 mmol) in dichloromethane (100 mL), triethylamine (13.13 g, 130 mmol) was added and this solution was cooled in an ice-bath. To this cold solution, a solution of mesyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise and after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. The TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. NaHCO3 (200 mL), brine (100 mL) and dried (NaSO4). The organic layer was concentrated to get the crude product which was purified by column chromatography (silica gel) using 0-10% Et2O in hexanes. The pure product fractions were combined and concentrated to obtain the pure product 2 as colorless oil (30.6 g, 89%). 1H NMR (CDCl3, 400 MHz) delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3) delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. Molecular weight calculated for C19H36O3S, Cal. 344.53. Found 343.52 (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 506-43-4, (9Z,12Z)-Octadeca-9,12-dien-1-ol.

Reference:
Patent; Tekmira Pharmaceuticals Corporation; Manoharan, Muthiah; Jayaraman, Muthusamy; Rajeev, Kallanthottathil G.; Eltepu, Laxman; Ansell, Steven; Chen, Jianxin; US9186325; (2015); B2;,
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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. 172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 172023-97-1

3-(Hydroxymethyl)-5-(trifluoromethyl)benzonitrile. (3-Bromo-5-(trifluoromethyl)phenyl)methanol (1.4 g, 5.5 mmol), tetrakis(triphenylphosphine) palladium(0) (0.64, 0.55 mmol) and zinc cyanide (388 mg, 3.31 mmol) were combined in dimethylformamide (6 mL). The reaction mixture degassed repeatedly using the freeze-thaw method. After warming to room temperature, the reaction was heated at 90 C. for 1 h, cooled to room temperature and concentrated. The crude product was dissolved in ethyl acetate, washed with water (2×), 1 N hydrochloric acid (2×), brine (2×), dried over sodium sulfate, and concentrated. Flash chromatography on silica gel gave 0.37 g (33%). LC/MS (HPLC method 3): tR=2.06 min, 202.02(MH)+.

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, 172023-97-1, (3-Bromo-5-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/249607; (2007); 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. 78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, 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. Recommanded Product: 78573-45-2

(12-2) Synthesis of 1-(3-bromopropyl)-3-trifluoromethylbenzene (compound 12-2) Compound 12-1 (9.00 g) was dissolved in methylene chloride (80 ml), triphenylphosphine (12.8 g) and N-bromosuccinimide (8.63 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 1 hr, and further at room temperature for 3 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (200 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (8.59 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.17-2.23(2H, m), 2.85(2H, t, J=7.5Hz), 3.40(2H, t, J=6.4Hz), 7.38-7.49(4H, m).

With the rapid development of chemical substances, we look forward to future research findings about 78573-45-2.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
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Electric Literature of 150192-39-5, 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 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Dissolve 18 (MW 217.06, 47.2 mmol, 10.24 g) in 55 mL CH2Cl2 and cool to -200 C. Add diispropylethylamine, DIEA, (MW 129.25, d 0.742, 1.3 equ, 10.69 mL) then methane sulfonyl chloride (MsCl) (MW 114.55, d 1.480, 1.2 equ, 4.38 mL). Age -50 C. to 00 C. for 1 h then quench into 55 mL water. Extract with CH2Cl2 then wash with 1N H2SO4 (40 mL), then brine. Dry organic layers (magnesium sulfate) and concentrate in vacuo to afford 19 (MW 295.15, 13.23 g) in 95% yield.

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 150192-39-5, (2-Bromo-5-methoxyphenyl)methanol.

Reference:
Patent; Merck & Co., Inc.; US6353110; (2002); B1;,
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