Tag: M.W=200-300

4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, 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.

(125a) 1-bromo-4-(2-methoxyethyl)benzene; N,N-dimethylformamide (20 mL) solution of 4-bromophenethyl alcohol (2.01 g, 10.0 mmol) was cooled to 0C and was blended with sodium hydride (55% oily, 436 mg, 10.0 mmol) and the mixture was stirred at 0C for 10 minutes. The reaction mixture was blended with methyl iodide (0.75 mL, 12.0 mmol) and the mixture was stirred at room temperature for a further three hours. Water (50 mL) was added to the reaction liquid and extracted with ethyl acetate (50 mL) three times. The organic layers were combined and washed with water (50 mL) and a saturated saline solution (50 mL), and the solvent was evaporated under reduced pressure after drying over sodium sulfate and the title compound was obtained (2.15 g, yield 100%). Yellow liquid IR (film) numax 2925, 1489, 1382, 1191, 1117, 1011, 804 cm-1; 1H NMR(CDCl3, 400 MHz) delta 2.83 (2H, t, J = 7.0 Hz), 3.34 (3H, s), 3.58 (2H, t, J = 7.0 Hz), 7.10 (2H, d, J = 8.2 Hz), 7.41 (2H, d, J = 8.2 Hz); MS (EI) m/z: 214 [M+], 171, 169, 135, 104, 90, 45.

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. 4654-39-1, 2-(4-Bromophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sankyo Company, Limited; EP1764367; (2007); 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 4654-39-1, name is 2-(4-Bromophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 4654-39-1

Step 1: 2-(4-(4,4,5,5-Tetramethyl-l,3)2-dioxaborolan-2-yl)phenyl)ethanol Potassium acetate (4.88 g, 49.7 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (7.6 g, 30 mmol) and PdCl2(dppf) (0.91 g, 1.2 mmol) were added to a solution of 2-(4-bromophenyl)ethanoi (5.0 g, 25 mmol) in 1 ,4-dioxane (100 mL) under 2, The mixture was purged with N2 then stirred under N2 at about 85 C for about 12 h. After cooling to rt, water (100 mL) was added and the mixture was extracted with EtOAc (2 chi 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL) and dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (17% EtOAc/petroleum ether). The appropriate fractions were collected and concentrated under reduced pressure to give the title compound (6.2 g, 100%). NMR (400MHz, (.’ )(. I 🙂 delta 7.78 (d, J = 7.9 Hz, 2H), 7.29 – 7.23 (m, 2H), 3.87 (t, J= 6.6 Hz, 2H), 2.90 t, J = 6.6 Hz, 2H), 1.36 (s, 12H).

Statistics shows that 4654-39-1 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanol.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric; BURCHAT, Andrew; DIETRICH, Justin; FRIEDMAN, Michael; IHLE, David; KINSMAN, David; MULLEN, Kelly; OSUMA, Augustine; VASUDEVAN, Anil; WILSON, Noel, S.; (101 pag.)WO2016/168638; (2016); 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 106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol. This compound has unique chemical properties. The synthetic route is as follows. 106-28-5

To the solution of E,E-farnesol (5.0 g, 22 mmol) in anhydrous pyridine (20 mL), acetyl anhydride was added (10 mL) at 0C under argon atmosphere. The reaction mixture was stirred at RT for 12 h. After completion of the reaction, the solution was poured into mixture of water and ice (40 mL) and the product was extracted with ethyl acetate (3×20 mL). Combined organic extracts were washed with saturated aqueous solution of NaHC03, brine and water. Organic layer was dried over anhydrous Na2S04, filtered and evaporated to dryness. EE-Farnesyl acetate was purified by column chromatography using ethyl acetate/hexane (2:98) as eluent to obtain pale yellow oil (5.62 g, 21 mmol, 95%).Analytical results were in compliance with the literature data [Biorg. Med. Chem. 2008, 16, 3108]:Rf= 0.70 (hexane/ethyl acetate, 7:2); NMR (CDCb), delta (ppm): 5.33-5.36 (m, 1H), 5.08-5.11 (m, 2H),,4.59 (d, J = 7.0 Hz, 2H), 1.96-2.13 (m, 8H), 1.71 (s, 3H), 1.68 (s, 3H), 1.60 (s, 3H);13C NMR (CDC13), delta (ppm): 171.0, 142.2, 135.4, 131.2, 124.3, 123.6, 118.3, 61.3, 39.6, 39.5, 26.7, 26.1, 25.6, 21.0, 17.6, 16.4, 15.9.

Statistics shows that 106-28-5 is playing an increasingly important role. we look forward to future research findings about (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol.

Reference:
Patent; INSTYTUT FARMACEUTYCZNY; VitaSynth Sp. z.o.o.; KRAJEWSKI, Krzysztof; KUTNER, Andrzej; DZIKOWSKA, Jadwiga; GUTOWSKA, Jadwiga; NAPIORKOWSKI, Marek; WINIARSKI, Jerzy; KUBISZEWSKI, Marek; JEDYNAK, ?ukasz; MORZYCKI, Jacek; WITKOWSKI, Stanis?aw; BAJ, Aneta; WA?EJKO, Piotr; WO2014/58330; (2014); A2;,
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78573-45-2, 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. 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.

Example 21; [00089] A lO liter glass stirred reactor was flushed with nitrogen. The nitrogen blanketing continued during the reaction, and was stopped when the work-up was started. 600 g of compound V, 3.6 liter of Toluene and 492 ml of triethyl amine were charged into the reactor at room temperature. The stirrer was turned on, and then the reactor content was cooled to 4.50C. 255.6 ml of Mesyl chloride (MsCl) was charged drop-wise during 50 minutes, while cooling the reactor. The reactor was heated to 250C, and the triethyl amine salt (TEAHCl) was filtered under reduced pressure, and then the filter cake was washed with 1.8 liter of Toluene (3×600 ml). The organic phase was washed with 500 ml of 0.2N HCl, then the phases were separated, and the organic phase was washed with water (3×1.2L) to achieve pH=7. Toluene was evaporated under reduced pressure. After completion of the evaporation, 1.2 liter of fresh Toluene was charged into the reactor, and the solvent was evaporated at similar conditions. 858g of compound VI were obtained.

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. 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2006/125026; (2006); A2;,
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575-03-1 , The common heterocyclic compound, 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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: To a magnetically-stirred solution of 7-hydroxycoumarin derivatives (2 mmol), aromatic aldehydes (2 mmol) and NEt3 (2 mmol) in THF (8 mL) a mixture of dialkyl acetylenedicarboxylate (2 mmol) in THF (2 mL) was added in 15 min. The reaction mixture was then allowed to stand at room temperature for 0.5-10 h. After completion of the reaction as indicated by thin-layer chromatography (TLC) (n-hexane/EtOAc, 1:1), the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (Merck, 230-400 mesh) using a mixture of n-hexane/EtOAc (1:1) as eluent to afford the pure product as a light yellow powder.

The synthetic route of 575-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Asghari, Sakineh; Baharfar, Robabeh; Darabi, Samaneh Ahangar; Mohammadian, Reza; Journal of the Brazilian Chemical Society; vol. 26; 2; (2015); p. 218 – 223;,
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The common heterocyclic compound, 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, molecular formula is C12H26O7, 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. 2615-15-8

17-Hydroxy-3,6,9,12,15-pentaoxaheptadecyl 4-methylbenzenesulfonate (33) To a chilled (0 C.) solution of hexaethylene glycol (5.41 g, 19.2 mmol) in DCM (191 mL) were added TsCl (4.02 g, 21.1 mmol), Ag2O (6.67 g, 28.8 mmol), and KI (0.64 g, 3.84 mmol). After stirring for 20 min the reaction mixture was filtered through a 4 cm pad of celite and flushed with EtOAc. The resulted filtrate was concentrated under reduced pressure to give a yellow oil. The crude product was purified via silica flash chromatography using 3:2 DCM/Acetone as an eluent, providing 33 (6.24 g, 75%): 1H NMR (300 MHz, CDCl3) delta 7.79 (d, J=8.2 Hz, 2H), 7.33 (d, J=8.2 Hz, 2H), 4.23-4.07 (m, 2H), 3.82-3.51 (m, 22H), 2.55 (d, J=6.0 Hz, 1H), 2.44 (s, 3H).

The synthetic route of 2615-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; State of Oregon, acting by and through the State Board of Higher Education on Behalf of University; Johnson, Darren W.; Carroll, Calden; Haley, Michael M.; Engle, Jeff; US2014/31559; (2014); A1;,
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575-03-1, Adding a certain compound to certain chemical reactions, such as: 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, 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, blongs to alcohols-buliding-blocks compound.

(1) to 10 ml containing 0.5mmol of 4 – trifluoromethyl -7 – hydroxy coumarin and 0.625mmol of triethylamine in tetrahydrofuran solution, slowly dropping 0.6mmol to chloride (dissolved in 5 ml of in tetrahydrofuran), to control the temperature 0 ¡ãC;(2) stirring ice 1h after, solution to return to room temperature, stirring overnight;(3) the reaction solution through the pressure reducing and removing the solvent, the solid residue is purified by silica gel chromatography, using ethyl acetate-hexane – (1:3 v/v) elute, shall be 132 mg white solid powdery pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Patent; Da Lianli Technology Changshu Institute Co., Ltd.; Cui Jingnan; Feng Lei; (11 pag.)CN104592985; (2017); B;,
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517-21-5, A common compound: 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate,molecular formula is C2H4Na2O8S2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 4 Preparation of compound Varenicline (I) A solution prepared dissolving a compound of formula (IV) (30.0 g, 0.12 mols) in 440 mL of tetrahydrofuran is loaded in a 1L flask. 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 2L 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 55C 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).

With the rapid development of chemical substances, we look forward to future research findings about 517-21-5.

Reference:
Patent; Dipharma Francis S.r.l.; Attolino, Emanuele; Rossi,Roberto; Allegrini, Pietro; EP2551269; (2013); A1;,
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A common compound: 1074-16-4, name is 2-(2-Bromophenyl)ethanol,molecular formula is C8H9BrO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1074-16-4

The 2-bromophenyl ethanol (0.5mmol, 99.9mg) and tert-butanol (5mmol, 370.4mg) was added to a dry 10mL microwave tube, while adding Ph3PAuOTf (0.005mmol, 3.1mg) in 0.5mL toluene solution, and the reaction mixture was heated with a microwave reactor to 120 C, the reaction was stirred for 60 minutes, after the completion of the reaction by flash column chromatography to give the title compound isolated X, yield 86%.

With the rapid development of chemical substances, we look forward to future research findings about 1074-16-4.

Reference:
Patent; Shenyang Pharmaceutical University; LIU, YONG XIANG; CHENG, MAO SHENG; WANG, XIAO YU; SHI, HUI; DU, CHUAN; WANG, YAN SHI; LIU, YANG; (10 pag.)CN104326883; (2016); B;,
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13826-35-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 13826-35-2 as follows.

(3-Phenoxy-phenyl)-methanol (Intermediate 46, 5 g, 25 mmol) was dissolved in DCM (50 mL), cooled to 0 C, and thionyl chloride (4 ml, 50 mmol) was added dropwise followed by a drop of DMF. The reaction mixtre was stirred at room temperature for 12 h and concentrated under reduced pressure to remove solvent. To the resulting residue was added ice and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate, concentrated under reduced pressure and purified by column chromatography (95%, 5.2 g). NMR: 400 MHz, DMSO- d6: delta 7.36-7.43 (m, 3H), 7.13-7.20 (m, 2H), 6.95-7.07 (m, 4H), 4.73 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 13826-35-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; SHERER, Brian; BRUGGER, Nadia; WO2015/130905; (2015); A1;,
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