Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 4249-72-3, 2-Phenoxy-1-phenylethanol, 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, Formula: C14H14O2, blongs to alcohols-buliding-blocks compound. Formula: C14H14O2

2-phenoxy-1-phenylethan-1-ol ((50 gm, 0.236 mmol), TEMPO (7.3 mg, 0.047 mmol), CuCl (4.6 mg, 0.047 mmol), NMI (7.7 mg, 0.94 mmol), bpy (7.3 mg, 0.047 mmol) and MeCN (.93 mL, 0.25 M of substrate) stirred under an air atmosphere (1 atm) at 25 C for 20 h. The reaction mixture was quenched with 1 N HCl and product were extracted with dichloromethane. The organic layer was washed with the water, dried over MgSO4 and concentrated under vacuum. The products were separated by silica-gel column chromatography (EtOAc:hexane 1:20) to produce 2-phenoxy-1-phenylethan-1-ol (48 mg, 0.224 mmol, 95%), 2-phenoxy-1-phenylethan-1-one (2.5 mg, 0.012 mmol, 5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4249-72-3, 2-Phenoxy-1-phenylethanol, and friends who are interested can also refer to it.

Reference:
Article; Patil, Nikhil D.; Yan, Ning; Tetrahedron Letters; vol. 57; 27-28; (2016); p. 3024 – 3028;,
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Reference of 575-03-1, Adding some certain compound to certain chemical reactions, such as: 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin,molecular formula is C10H5F3O3, 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 575-03-1.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Reference of 517-21-5, 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. 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate, molecular formula is C2H4Na2O8S2, 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 4Preparation of Compound Vareniclina (I)[0079]A solution prepared dissolving a compound of formula (IV) (30.0 g, 0.12 mols) in 440 mL of tetrahydrofuran is loaded in a 1 L flask.[0080]33 g of Pd/C (containing 58.5% w/w of water, 3.97 mmols of Pd, 3% molar) are added, maintaining the reaction mixture under stirring. The reaction environment is saturated with hydrogen at atmospheric pressure and left to react for 48 h at room temperature. The suspension is filtered on celite and the panel is first washed with tetrahydrofuran and then with water. The collected organic phases are directly transferred in a 2 L flask, whereas the aqueous phase is first treated with the glyoxal sodium bisulphite adduct (VI) (34.3 g, 0.13 mols) and then added to the organic phase. The so obtained biphasic mixture is heated at 55 C. and maintained under strong stirring for two hours. The phases are separated and the organic one is concentrated under reduced pressure. The obtained residue is added to the aqueous phase previously removed. The aqueous mixture is treated with a solution of 30% NaOH till it is actually basic. The product is extracted more times with dichloromethane and the organic phases are collected and dried with anhydrous sodium sulphate, filtered off and the solvent is removed by distillation under reduced pressure. Solid Varenicline (I) (20.5 g) is obtained with a yield of 70% in two steps starting from the compound of formula (IV).

According to the analysis of related databases, 517-21-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIPHARMA FRANCIS S.r.l.; ATTOLINO, Emanuele; ROSSI, Roberto; ALLEGRINI, Pietro; US2013/30179; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, 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, HPLC of Formula: C17H16O3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C17H16O3

Example 1 [0193] 1.20 g (2.0 mmol) of a naphthol compound represented by the following formula (22) and 0.80 g (3.0 mmol) of a propargyl alcohol compound represented by the following formula (23) were dissolved in 70 ml of toluene, 0.022 g of p-toluenesulfonic acid was further added to the resulting solution, and the obtained mixture was stirred under reflux by heating for 1 hour. After a reaction, the solvent was removed, and the obtained product was purified on silica gel by chromatography to obtain 1.35 g of a white powder product. The yield was 80 %. [0194] The elemental analysis values of this product were 78.22% of C, 6.72 % of H, 1.55 % of N and 3.75 % of S which were almost equal to the calculated values of C52H52O6 (C: 78.26 %, H: 6.81 %, N: 1.66 %, O: 9.48 %, S: 3.80 %) [0195] When the proton nuclear magnetic resonance spectrum of the product was measured, it showed 18H peaks based on the methyl proton and methylene proton of a tetramethyl-cyclohexane ring at delta of around 1.0 to 3.0 ppm, 20H peaks based on the methyl proton of a methoxy group, the methyl proton of a methylthio group and the ethylene proton of a morpholino group at delta of around 2.3 to 5.0 ppm and 19H peaks based on an aromatic proton and an alkene proton at delta of around 5.6 to 9.0 ppm. Further, when the 13C-nuclear magnetic resonance spectrum was measured, it showed a peak based on the carbon of an aromatic ring at delta of around 110 to 160 ppm, a peak based on the carbon of an alkene at delta of around 80 to 140 ppm and a peak based on the carbon of an alkyl at delta of around 20 to 60 ppm. [0196] It was confirmed from the above results that the isolated product was a compound represented by the following formula (24).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Tokuyama Corporation; TAKAHASHI Toshiaki; TAKENAKA Junji; MOMODA Junji; TERANISHI Kazuhiro; SANDO Mitsuyoshi; IZUMI Shinobu; EP2669277; (2013); A1;,
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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.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.Quality Control of (4-Bromo-2,6-difluorophenyl)methanol

Potassium hydroxide (0.377 g, 6.73 mmol) was added to a solution of 6-iodohexan-2-one(80% purity) (2.374 g, 8.40 mmol) in toluene (0.5 mL), followed by the addition of 4-bromo-2,6-difluorobenzylalcohol (1.25 g, 5.60 mmol). The solution mixture was stirred overnight atroom temperature. Water (20 mL) was added to the solution mixture. The mixture was extracted with ethyl acetate (3 x30 mL), and the organic layers were combined, washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude was purified by column chromatography (dichloromethane/heptane 5:1 to dichloromethane/acetone 4:1) to give 774 mg (43%) of the product. MS (ESIj: m/z 321, 323[M+H]t

At the same time, in my other blogs, there are other synthetic methods of this type of compound,162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; F2G LIMITED; SIBLEY, Graham Edward Morris; MALMSTROeM, Lars Jonas; LARSSON, Johanna Maria; (212 pag.)WO2017/9651; (2017); A1;,
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Reference of 355-80-6, 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. 355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, 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.

General procedure: A solution of 2-chloro-1,3,2-dioxaphospholane 1 or 2 or 2-chloro-1,3,2-dioxaphosphinane 6 or 7 in 10 mL of hexane was added dropwise with stirring over a period of 2 h to a solution of 0.05 mol of polyfluoroalkanol 3 or 4 and 6.1 g (0.06 mol) of triethylamine in 80 mL of hexane, maintaining the temperature at -10 to -5C. Triethylamine hydrochloride separated from the solution as a white solid. The cooling bath was removed, and the mixture was stirred for 3 h at room temperature and left overnight. The precipitate was filtered off and washed with hexane (3*20 mL). The filtrate was combined with the washings, the solvent was distilled off under reduced pressure, and the residue was distilled in a vacuum.

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 355-80-6, 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Gusarova; Verkhoturova; Arbuzova; Kazantseva; Albanov; Nalibaeva; Bishimbaeva; Apartsin; Kireeva; Trofimov; Russian Journal of General Chemistry; vol. 88; 4; (2018); p. 705 – 712; Zh. Obshch. Khim.; vol. 88; 4; (2018); p. 623 – 630,8;,
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Reference of 150192-39-5, 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. 150192-39-5, name is (2-Bromo-5-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.

Step C 2-Bromo-5-methoxybenzaldehyde Pyridinium Chlorochromate (1.2 eq) was added to a solution of 2-bromo-5-methoxybenzyl alcohol (1 eq) and Celite (1.2 eq) in methylene chloride (0.30 M) at RT and the resulting mixture was stirred under nitrogen for 3 h. The mixture was filtered through a plug of silica rinsing with methylene chloride and concentrated in vacuo to give 2-bromo-5-methoxy benzaldehyde as a white solid. EI-MS m/z 232, 234 (M+NH4)+

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; Amgen Inc.; US6514964; (2003); B1;,
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Synthetic Route of 17100-58-2, 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. 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, 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.

To a solution of ID (9.30 g, 46.3 mmol) in CH2CI2 (200 mL) under argon was added oxalyl chloride (10.1 mL, 116 mmol) at -78 C; then DMSO (9.85 mL, 139 mmol) was added dropwise with a venting needle. After the addition was complete, the venting needle was removed and the reaction mixture was stirred at -78 C under argon for 30 min. Then, NEt3 (38.7 mL, 278 mmol) was added dropwise. After stirring at the same temperature for 3 h, the reaction mixture was diluted with water (20 mL) and CH2C12 (50 mL) and the layers were separated. The aqueous layer was further extracted with CH2CI2 (3 x 100 mL) and the combined organic extracts were washed with water and brine, dried over MgS04, filtered, and concentrated. The crude product was purified by silica chromatography to give IE (yellow oil, 6.70 g, 33.7 mmol, 73% yield). 1H NMR (400 MHz, CDC13) delta 10.22 (1 H, s), 7.66 (1 H, d, J=8.28 Hz), 7.51 (1 H, dd, J=8.28, 1.76 Hz), 7.45 (1 H, s), 2.65 (3 H, s).

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YE, Xiang-Yang; ELLSWORTH, Bruce A; JURICA, Elizabeth A; WO2015/171757; (2015); A1;,
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Electric Literature of 34598-50-0, 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. 34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

Step B: [(5-bromo-2,3-dihvdro-lH-inden-yl’)oxy]ft-butyl)dimethylsilane 5-bromoindan-l-ol (260 mg, 1.22 mmol) obtained in Step A was dissolved in methylene chloride (50 mL) and the mixture was cooled to 00C, followed by addition of trimethyldimethylsilyl trifluoromeihane sulfonate (355 mg, 1.34 mmol). After stirring for 30 min, the reaction temperature was elevated to room temperature. The reaction was terminated with addition of a saturated aqueous solution of ammonium chloride, followed by extraction with a 0.5N HCl aqueous solution. The organic layer was taken, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was directly used in subsequent reactions without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34598-50-0, 5-Bromo-2,3-dihydro-1H-inden-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38411; (2009); A2;,
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Application of 506-43-4, Adding some certain compound to certain chemical reactions, such as: 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol,molecular formula is C18H34O, 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 506-43-4.

Synthesis of linoleyl mesylate or (9Z,12Z)-octadeca-9,12-dienyl methanesulfonate (2) Referring to Scheme 10, triethylamine (13.13 g, 130 mmol) was added to a solution of the linoleyl alcohol 1 (26.6 g, 100 mmol) in dichloromethane (100 mL) and the solution was cooled in an ice-bath. To this cold solution, a solution of methanesulfonyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise; after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. Completion of the reaction was confirmed by TLC. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. NaHCO3 (200 mL), brine (100 mL) and dried over anhydrous Na2SO4. After evaporation of solvent in vacuo the crude product was purified by flash silica column chromatography using 0-10% Et2O in hexane. The pure fractions were combined and concentrated to obtain the mesylate 2 as colorless oil (30.6 g, 89%). 1H NMR (400 MHz, CDCl3): 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. MW calc. for C19H36O3S: 344.53. found: 343.52 [M-H].

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Arbutus Biopharma Corporation; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Jayaraman, Muthusamy; Butler, David; Kapoor, Mamta; Kainthan, Rajesh Kumar; (106 pag.)US9687550; (2017); B2;,
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