Month: March 2021

Application of 4654-39-1, 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.4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.

A solution of methane sulfonyl chloride (12.8 ml, 165.8 mmol, 1.1 eq) in methylisobutylketone (MIBK) (40 ml) was added dropwise to a cooled (5-10C) solution of bromophenethyl alcohol 12 (30.3 g, 150.7 mmol) and triethylamine (23.1 ml, 165.8 mmol, 1.1 eq) in MIBK (300 ml) an argon atmosphere within ca. 1 hour. Then, the reaction mixture was left to slowly heat up to the room temperature for ca. 2 h. After a check of the reaction by means of HPLC the reaction suspension was processed by addition of diluted aqueous HC1 (37 ml of 1M HC1 + 100 ml of H20) and intensively stirred for 15 min to achieve mixing of the phases; after stabilization and separation the aqueous phase was removed and the organic phase was still washed with 5% aqueous NaHC03 (50 ml), H20 ( 100 ml) and brine (100 ml). The crude mesylate solution was then heated up to boil under an argon atmosphere and dried by azeotropic distillation (ca. 50 ml of the H 0-MIBK mixture removed by distillation

The chemical industry reduces the impact on the environment during synthesis 4654-39-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZENTIVA, K.S; ZEZULA, Josef; HAJICEK, Josef; WO2014/26657; (2014); A2;,
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Application of 2516-33-8, 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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

1.09 g (15.1 mmol) of cyclopropylmethanol,Ionic liquid 1-hexyl-3-methyl-imidazolium bromide 3.73 g (15.1 mmol)Was placed in a flask equipped with a thermometer and a magnetic stirrer,While stirring, 1.35 g (16.7 mmol) of hydrogen bromide gas was blown in over 20 minutes at an internal temperature of 25 C.As a result of analyzing the obtained reaction solution,The conversion of cyclopropylmethanol was 99.0 mol%The desired composition of bromomethyl cyclopropane isIt was 91.0 mol% (NMR).Also,Compositions of the reaction isomerization products bromocyclobutane and 4-bromo-1-butene were 5.0 mol% (NMR) and 3.0 mol% (NMR), respectively.

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 2516-33-8, Cyclopropylmethanol.

Reference:
Patent; TOSOH ORGANIC CHEMICAL COMPANY LIMITED; SHIMANE UNIVERSITY; NISHIGAICHI, YUTAKA; TABAKODANI, HIROSHI; NAGASAKI, NORITAKA; (15 pag.)JP5979791; (2016); B2;,
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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. 35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, 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. HPLC of Formula: C8H8Cl2O

General procedure: To a solution of 18 (100 mg,0.420 mmol) and [4-(trifluoromethyl)phenyl]methanol (111 mg,0.630 mmol) in THF (10.0 mL), PPh3 (178 mg, 0.68 mmol), a 40%diethyl azodicarbonate toluene solution (309 lL, 0.680 mmol)were added at room temperature, and stirred under N2 atmosphereat 60 C for 4 h. After cooling to room temperature, the solvent wasdistilled off under reduced pressure. The residue was purified bysilica gel column chromatography (hexane/AcOEt = 100:0 to 95:5(v/v)) to obtain 19k as colorless oil (125 mg, 75%).

With the rapid development of chemical substances, we look forward to future research findings about 35364-79-5.

Reference:
Article; Takano, Rieko; Yoshida, Masao; Inoue, Masahiro; Honda, Takeshi; Nakashima, Ryutaro; Matsumoto, Koji; Yano, Tatsuya; Ogata, Tsuneaki; Watanabe, Nobuaki; Hirouchi, Masakazu; Kimura, Takako; Toda, Narihiro; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5546 – 5565;,
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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.478163-35-8, name is (2-Fluoro-6-methylphenyl)methanol, molecular formula is C8H9FO, molecular weight is 140.16, as common compound, the synthetic route is as follows.Recommanded Product: (2-Fluoro-6-methylphenyl)methanol

After dissolving (2-fluoro-6-methylphenyl)methanol (CAS 478163-35-8) (2.35 g) in toluene (20 ml), thionyl chloride (3.68 ml) was added dropwise while stirring on ice. A catalytic amount of N,N-dimethylformamide was added, and the mixture was stirred at room temperature for 25 hours and 30 minutes. The reaction mixture was concentrated under reduced pressure, a saturated aqueous solution of sodium hydrogencarbonate was added to the residue, and extraction was performed with n-heptane. The organic layer was washed with water and brine in that order and then dried over anhydrous magnesium sulfate. After filtration with NH silica gel, the filtrate was concentrated under reduced pressure. The title compound (2.04 g) was thus obtained.1H-NMR (400 MHz, CDCl3); delta 2.45 (s, 3H), 4.68 (d, J=1.6 Hz, 2H), 6.89-7.01 (m, 2H), 7.17-7.24 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,478163-35-8, (2-Fluoro-6-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2009/270369; (2009); A1;,
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Related Products of 530-91-6, 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.530-91-6, name is 1,2,3,4-Tetrahydronaphthalen-2-ol, molecular formula is C10H12O, molecular weight is 148.2017, as common compound, the synthetic route is as follows.

EXAMPLE 81 To a mixture of 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolepropanol (318 mg), 2-hydroxytetralin (296 mg), tributylphosphine (405 mg) and tetrahydrofuran (10 ml) was added 1,1′-(azodicarbonyl)dipiperidine (400 mg) at room temperature, and the resulting mixture was stirred for 1 hour. After the reaction mixture was concentrated, the residue was subjected to silica gel column chromatography, and 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(5,6,7,8-tetrahydro-2-naphthoxy)propyl]oxazole was obtained as an oil from an ethyl acetate-hexane (1:1, v/v)-eluted fraction. (358 mg, 80%).

Statistics shows that 530-91-6 is playing an increasingly important role. we look forward to future research findings about 1,2,3,4-Tetrahydronaphthalen-2-ol.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6605629; (2003); B1;,
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Adding a certain compound to certain chemical reactions, such as: 3840-31-1, (3,4,5-Trimethoxyphenyl)methanol, 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, Safety of (3,4,5-Trimethoxyphenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (3,4,5-Trimethoxyphenyl)methanol

i 3,4,5-Trimethoxybenzyl chloride In 40 ml of benzene was dissolved 10 g of 3,4,5-trimethoxybenzyl alcohol. To the resulting solution was dropwise added under chilling with ice 10 ml of benzene solution containing 7.6 g of thionyl chloride. After the addition was complete, the mixture was stirred at room temperature for 15 min. The reaction solution was poured into a chilled aqueous potassium carbonate, and a separated benzene portion was collected. The benzene portion was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and placed under reduced pressure to distill off the solvent. The desired compound was obtained as a yellow solid (yield: 11.0 g).

The synthetic route of 3840-31-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; US5070089; (1991); A;,
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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. 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Amino-7-hydroxy-2H-chromen-2-one

General procedure: To a solution of 3-amino 7-hydroxycoumarin (1.0 eq) in dimethylformamide (DMF) (20 mL) was added anhy. K2CO3 (2.5 eq) and stirredat room temperature for 10-15 min. To this mixture, alkyl bromide(1.0 mmol) was added and resulting solution was stirred at room temperature(rt) for 22-24 h. The completion of reaction was checked byTLC. After completion of reaction, the reaction mixture was pouredinto ice-cold water to give solid. The solid was filtered, washed withwater, dried and recrystallized from ethanol to give compound 13 asoffwhite solid. These compounds 14a-lwere directly used for next step.

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, 79418-41-0, 3-Amino-7-hydroxy-2H-chromen-2-one.

Reference:
Article; Durgapal, Sunil Dutt; Soni, Rina; Soman, Shubhangi S.; Prajapati; Journal of Molecular Liquids; vol. 297; (2020);,
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Application of 124937-73-1, 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. 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol. A new synthetic method of this compound is introduced below.

Example 1; Preparation of 3-(2-methoxy-5-methylphenyl)-3-phenylpropyl methane sulfonate (Vb); This intermediate is of significant importance for use in the preparation of Tolterodine or salts thereof, or its derivatives according to the present invention.In a 3-necked round bottom flask, 6-methyl-4-phenyl-3,4-dihydro coumarin (II, 100 g, 0.420 mol) is charged into methanol (500 ml) at about 25 C. with stirring. To the resulting suspension, potassium carbonate (K2CO3, 87 g, 0.63 mol) and methyl iodide (MeI, 78 ml, 1.25 mol) are added and the mass is stirred at from about 55 C. to about 60 C. for 4 h. The reaction mass is cooled to from about 40 C. to about 45 C. and MeI (27 ml, 0.43 mol) and K2CO3 (29 g, 0.21 mol) are added. Re-heat the mass to 5560 C. and stir for additional 6 h until the reaction completes. Then solvent is removed by distillation under vacuum. The residue is dissolved in 350 ml of toluene. This organic phase is washed once with 750 ml of DM water and twice with 450 ml of DM water.The organic layer thus obtained is charged into a 3-necked round bottom flask under N2 atmosphere and cooled at temperature from about -5 C. to about 5 C. Toluene solution of sodium bis(2-methoxyethoxy) aluminum hydride (Red-Al, 200 ml, 70% w/v, 0.706 mol) is slowly added through a dropping funnel over a period of 120 min, maintaining the solution temperature within -55 C. The mixture is stirred for an additional 1 h at this temperature until the reaction completes. Then aqueous solution of NaOH (80 ml, 10%) is added through a dropping funnel over a period of 45 min, maintaining the temperature at 010 C., and continue stirring for an additional 45 min at the same temperature. Add 750 ml of DM water and stir for 30 min at 25 C. The biphasic reaction mass is filtered through a celite bed (10 g). The organic layer is collected and dried over 20 g of anhydrous sodium sulfate (Na2SO4). The solids are filtered and washed with 50 ml of toluene. The toluene is distilled off completely and compound IV is obtained as slightly yellow thick oil.The thick oil is dissolved in 300 ml of dichloromethane (DCM) under N2 atmosphere. Triethylamine (Et3N, 90 ml, 0.647 mol) is added and the mass is cooled to 05 C. Mesyl chloride (MsCl, 36 ml, 0.465 mol) is added slowly through a dropping funnel over a period of 120 min, keeping the solution temperature below 10 C. Continue stirring the mixture for an additional 1 h at 05 C. until the reaction completes. 1 L of cold DM water (05 C.) was added and the mass is stirred for 3060 min at this temperature. Conc. HCl (25 ml) is added and the mass is stirred until it reaches 25 C. The organic layer is collected and washed with 200 ml of DM water. About 180220 ml of DCM is distilled off from the organic layer under atmosphere pressure at 3843 C. 400 ml of cyclohexane is added to the residue and the mass is heated to reflux till a clear solution is obtained (7080 C.). This solution is cooled slowly and compound Vb crystallized. The solid is filtered in Buchner funnel and spray washed with 100 ml of cold cyclohexane. The mass is dried under vacuum at 60 C. to give 90110 g of title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMATHEN S.A.; US2012/41235; (2012); A1;,
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Related Products of 202865-66-5 ,Some common heterocyclic compound, 202865-66-5, molecular formula is C7H6BrFO, 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.

2-bromo-5-fluorophenyl methanol (0.5mmol, 102.0mg),Triphenylmethanol(0.5 mmol, 130.2 mg)And Ph3PAuNTf2(0.015 mmol, 11 mg)Dissolved inOf the 0.5 mL toluene solvent,The reaction mixture was heated to 140 deg.] C with a microwave reactor,The reaction was stirred for 60 minutes,After completion of the reaction,The target product IV was isolated by flash column chromatography,Yield 76percent.

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. 202865-66-5, (2-Bromo-5-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Pharmaceutical University; Liu Yongxiang; Cheng Maosheng; Wang Xiaoyu; Du Chuan; Shi Hui; Wang Yanshi; Liu Yang; (8 pag.)CN104817441; (2017); B;,
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Adding a certain compound to certain chemical reactions, such as: 19064-18-7, (2,6-Difluorophenyl)methanol, 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, 19064-18-7, blongs to alcohols-buliding-blocks compound. Product Details of 19064-18-7

Example 124 (R)-2,6-Difluorobenzyl 2-methylpiperazine-1-carboxylate hydrochloride was prepared from 2,6-difluorobenzyl alcohol and (R)1-chlorocarbonyl-2-methyl-4-tert-butoxycarbonylpiperazine according to the methods described for Examples 52 and 54 to give the product as a white solid (0.217 g, 70% overall); (Found: C, 50.7; H, 5.65; N, 9.0. C13H16F2N2O2.HCl requires C, 50.9; H, 5.6; N, 9.1%); deltaH (400 MHz, DMSO-d6) 9.39 (2H, br), 7.50 (1H, m), 7.18-7.12 (2H, m), 5.17 (2H, m, J 12.4 Hz), 4.29 (2H, m), 3.88 (1H, d, J 13 Hz), 3.24-3.03 (4H, m, J 13 Hz), 2.86 (1H, m, J 12.4 Hz), and 1.24 (3H, d, J 7.2 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19064-18-7, its application will become more common.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
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