Tag: M.W=200-300

Synthetic Route of 40571-86-6, 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.40571-86-6, name is Trans-2-(benzylamino)cyclohexanol, molecular formula is C13H19NO, molecular weight is 205.2961, as common compound, the synthetic route is as follows.

B. (S)-Mandelic acid salt of (1R,2R)-2-trans-2-(benzylamino)cyclohexanol (3) and (R)-Mandelic acid salt of (1S,2S)-2-trans-2-(benzylamino)cyclohexanol (ent-3): A 1-L single-necked, roundbottomedflask containing equipped with a mechanical stirrer and apressure-equalising addition funnel was charged with the preparedethyl acetate solution (300 mL) containing amino alcohol rac-2, and asolution of (S)-mandelic acid (70.4 g, 0.46 mol, 0.5 equiv.) in EtOAc(150 mL) was added via the addition funnel over a period of 2 h atroom temperature. After the addition was complete the droppingfunnel was rinsed with EtOAc (2 ¡Á 5 mL) and the reaction mixture wasstirred overnight at ambient temperature, followed by 5 h at 0 C. Theprecipitated ammonium salt was collected by suction filtration, washedwith ethyl acetate (2 ¡Á 50 mL), and dried under reduced pressure at roomtemperature over 1 h to afford the (S)-mandelic acid salt of (1R,2R)-2-trans-2-(benzylamino)cyclohexanol (3) as a colourless solid (131.8 g,0.37 mol), yield 80% based on mandelic acid, m.p. 147-149 C (lit.10146 C); [alpha]D25 = +14.7 (c = 2.0, CHCl3); 1H NMR (CDCl3) delta 0.96-1.29(m, 4 H), 1.58-1.73 (m, 3 H), 1.90 (d, J = 12.6 Hz, 1 H), 2.53 (dt, J = 4.0,J = 12.0 Hz, 1 H), 3.03 (dt, J = 4.3, 10.6 Hz, 1 H), 3.46 (d, J = 12.9 Hz, 1H), 3.89 (d, J = 12.6 Hz, 1 H), 4.90 (s, 1 H), 7.19-7.35 (m, 8 H), 7.49-7.52(m, 2H). The filtrate from the above procedure was concentrated underreduced pressure to give a pale yellow oily residue (518.2 g) which wasdissolved in EtOAc (200 mL), transferred into a 1-L flask, and treatedwith a solution of (R)-mandelic acid ((70.4 g, 0.46 mol, 0.5 equiv.) inethyl acetate (100 mL) similar to the above described procedure, todeliver the (R)-mandelic acid salt of (1S,2S)-2-trans-2-(benzylamino)cyclohexanol (ent-3) as a colourless solid (132.8 g, 0.36 mol), yield 78%based on mandelic acid), [alpha]D25 = -15.3 (c = 2.0, CHCl3). The analyticaldata were in accordance with those observed for the correspondingenantiomer of opposite configuration.

The chemical industry reduces the impact on the environment during synthesis 40571-86-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Xue, Feng; Li, Chang-Gong; Zhu, Yong; Lou, Tian-Jun; Journal of Chemical Research; vol. 38; 5; (2014); p. 322 – 324;,
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Synthetic Route of 17100-58-2, Adding some certain compound to certain chemical reactions, such as: 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol,molecular formula is C8H9BrO, 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 17100-58-2.

Scheme 1, step B: Methanesulfonyl chloride (171 mL, 2.11 mol) is added over 30 minutes to a mixture of (4-bromo-2-methyl-phenyl)methanol (250 g, 1.24 mol) and triethylamine (304 mL; 2.11 mol) in dichloromethane (2500 mL) cooled in ice/water. The mixture is allowed to warm to ambient temperature and is stirred for 16 hours. Water (5000 mL) is added and the product is extracted with dichloromethane (2*7000 mL). The combined organic layers are washed with saturated aqueous NaCl solution (5000 mL) and dried over Na2SO4 Filtration and concentration under reduced pressure provides a residue which is passed through a silica pad (eluting with hexane and ethyl acetate) to provide the title compound (234 g; 86% yield).

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; Eli Lilly and Company; QU, Fucheng; US2014/100179; (2014); 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 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 7-Hydroxy-4-(trifluoromethyl)coumarin

2) 4.6 g of the product of step 1), 6 g of anhydrous potassium carbonate, 50 ml of acetone and 8.4 g of 1,3-dibromopropane were heated under reflux for 4 hours, and then cooled to room temperature and filtrated. The solvent was removed by rotation to give yellowish oil, which was passed through a column to give 5.6 g of white solid. Melting point: 72-74¡ãC, yield: 80.1 percent.

With the rapid development of chemical substances, we look forward to future research findings about 575-03-1.

Reference:
Patent; Huazhong University of Science and Technology; NHWA Pharma. Corporation; ZHANG, Guisen; CHEN, Yin; XU, Xiangqing; LIU, Bifeng; LIU, Xin; ZHAO, Song; LIU, Shicheng; YU, Minquan; ZHANG, Heng; LIU, Xinghua; EP2698369; (2014); A1;,
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Reference of 23783-42-8 ,Some common heterocyclic compound, 23783-42-8, molecular formula is C9H20O5, 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.

A solution of para-toluenesulfonyl chloride (22.3 g, 105 mmol) in THF (35 mL) was added dropwise to a solution of tetraethylene glycol methyl ether (20.0 g, 96 mmol) and NaOH (6.7 g, 166 mmol) in a THF/H2O mixture (135 mL/45 ml) at 0 C. After stirring for one hour at 0 C., the reaction mixture was left to return to room temperature and then it was stirred for a further 20 hours. The solution was then poured into 200 ml of brine and the volatile materials were evaporated. The resultant mixture was extracted several times with dichloromethane and the combined organic phases were washed with brine, dried over MgSO4, filtered and evaporated under reduced pressure. The oily residue was purified by silica gel chromatography with a dichloromethane/methanol mixture (98/2) as eluent. Compound 32 is obtained in the form of a pale yellow oil in 96% yield (0310) 1H NMR (300 MHz, CDCl3) delta 2.39 (s, 3H, ArCH3), 3.31 (s, 3H, OCH3), 3.64 to 3.47 (m, 14H, OCH2CH2O), 4.11 to 4.08 (m, 2H, ArSO2OCH2), 7.28 (d, J=1.5 Hz, 2H, Ar-3,5-H), 7.73 (d, J=1.5 Hz, 2H, Ar-2,6-H); 13C NMR (75 MHz, CDCl3) delta 21.78, 59.14, 68.80, 69.45, 70.66, 70.73, 70.86, 72.07, 128.10, 129.99, 133.19, 144.96.

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. 23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE STRASBOURG; UNIVERSITE CLAUDE BERNARD LYON 1; HOSPICES CIVILS DE LYON; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE -CNRS; FELDER-FLESCH, Delphine; BILLOTEY, Claire; PARAT, Audrey; GAROFALO, Antonio; KRYZA, David; JANIER, Marc; (138 pag.)US2016/221992; (2016); A1;,
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Application of 100442-33-9, 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.100442-33-9, name is 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol, molecular formula is C20H27NO, molecular weight is 297.4345, as common compound, the synthetic route is as follows.

2,N-Dimethyl-N-(3,3-diphenylpropyl)-l-amino-2-propanol (5g) and methyl acetoactate (7.5g) were dissolved in xylene (50 ml) at 25-30C followed by the addition of zinc dust (1.75g). The reaction mixture was heated at 140-145C for 7 hours. Next,25 xylene was distilled out along with simultaneous addition of xylene in order to maintain the volume of xylene in the reaction mixture. The reaction mixture was cooled at 25- 30C followed by filtration to remove the catalyst. Distillation was carried out to remove xylene under reduced pressure. The resulting residue was degassed for 1 hour to produce title compound as viscous brown oil.

Statistics shows that 100442-33-9 is playing an increasingly important role. we look forward to future research findings about 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol.

Reference:
Patent; ACTAVIS GROUP PTC EHF; WO2008/107797; (2008); A2;,
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Related Products of 83647-43-2, 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.83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.0605, as common compound, the synthetic route is as follows.

The compound I-1C (2 g, 10 mmol) obtained in the previous step was dissolved in dioxane (30 ml).Add 2N aqueous potassium carbonate solution (10 ml),Then, phenylboric acid (1.46 g, 12 mmol) and tetrakistriphenylphosphine palladium (150 mg, 0.12 mmol) were added, and the obtained reaction solution was replaced with nitrogen three times.The reaction was carried out at 100 C for 3 hours under a nitrogen atmosphere, and TLC showed the reaction was completed.After the methanol was rotated under reduced pressure, a saturated ammonium chloride solution (250 ml) was added.The mixture was extracted with ethyl acetate (150 mL¡Á3), and then evaporated. Ethyl acetate = 10/1 (volume ratio V / V)),Compound I-1D (1.36 g, pale yellow solid) was obtained.Yield: 68.9%.

Statistics shows that 83647-43-2 is playing an increasingly important role. we look forward to future research findings about (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; Guangzhou Dankang Pharmaceutical Biological Co., Ltd.; Xu Yong; Huang Lu; Lin Dang; Hu Hai; (29 pag.)CN110092740; (2019); A;,
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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. 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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. category: alcohols-buliding-blocks

Example 4 Preparation of 2-octyldodecyl phenylacetate To a 3-neck 1000 ml round-bottomed flask was added 2-octyl-1-dodecanol (240.0 g, 803.88 mmol, 1.0 equiv.), phenylacetic acid (142.28 g, 1045.0 mmol, 1.30 equiv.), toluene (240 ml) and p-toluenesulfonic acid monohydrate (1.5291 g, 8.0386 mmol, 0.010 equiv.) at room temperature. The resulting mixture was heated at reflux with stirring in an oil bath at 134 C. under a nitrogen atmosphere for 9 hours. The water produced in the reaction was collected in a Dean-Stark trap. The cooled mixture was diluted with hexanes, washed with dilute aqueous Na2CO3 solution, water, brine, dried (MgSO4), filtered, and concentrated in vacuo to afford a crude product. Excess solvent was further removed by heating the crude product with stirring in an oil bath under high vacuum for 3 hours to afford a light yellow liquid (330.0 g. 98%).

With the rapid development of chemical substances, we look forward to future research findings about 5333-42-6.

Reference:
Patent; ExxonMobil Research and Engineering Company; Ng, Man Kit; Oumar-Mahamat, Halou; Cheng, Hong; Blain, David A.; Cooper, Kathleen K.; Carey, James T.; Douglass, Michael R.; Kanga, Percy R.; Patil, Abhimanyu O.; Bodige, Satish; Lewis, Kyle G.; Hagemeister, Mark P.; (40 pag.)US2017/183595; (2017); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 307353-32-8, name is Methyl 3-bromo-5-(hydroxymethyl)benzoate, the common compound, a new synthetic route is introduced below. Recommanded Product: 307353-32-8

TBDPS-Cl (15.9 mL, 16.8 g, 61.21 mmol) was added to a solution of methyl 3-bromo-5-(hydroxymethyl)benzoate (10 g, 40.8 mmol) in CH2Cl2 (408 mL) at 23 C. and stirred for 1 h. The resultant heterogeneous reaction mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography (Combi-flash Rf, Hex/EtOAc=0-10% gradient) to afford the title compound (18.2 g, 37.6 mmol, 92%) as a white solid. 1H NMR (400 MHz, Chloroform-d) delta 8.05 (s, 1H), 7.89 (s, 1H), 7.76-7.64 (m, 5H), 7.48-7.34 (m, 6H), 4.75 (s, 2H), 3.91 (s, 3H), 1.11 (s, 9H).

The synthetic route of 307353-32-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Alvarado, Joseph R.; Stauffer, Shaun R.; Gogliotti, Rocco D.; Han, Changho; Meyers, Kenneth M.; Tian, Jianhua; Macdonald, Jonathan D.; Fesik, Stephen W.; Lee, Taekyu; US2020/102288; (2020); 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 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 756520-66-8

To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-one 11 (20.00 g, 96.60 mmol) in 100 mL of MeOH was added portionwise NaBH4 (7.31 g, 193.21 mmol). The resulting mixture was stirred at room temperature for 2 h and then quenched with 20 mL of water. After the removal of MeOH under vacuum, the residue was extracted with EA and washed with brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol, which was pure enough for use in the next step. 1H NMR (400 MHz, CDCl3) delta 7.26 (dd, J = 4.8, 8.8 Hz, 1H), 7.02 (dd, J = 8.0, 8.8 Hz, 1H), 5.57 (q, J = 6.8 Hz, 1H), 2.86 (br, 1H), 1.64 (d, J = 6.8 Hz, 3H). To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (19.00 g, 90.89 mmol) in 150 mL of CH2Cl2 was added Et3N (13.27 mL, 95.43 mmol) and catalytic amount of DMAP. The resulting solution was cooled in an ice bath and added dropwise MsCl (7.39 mL, 95.43 mmol). After complete addition of MsCl, the reaction mixture was maintained in the ice bath for 1 h and then 30 mL of water was added to the reaction mixture. The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethyl methanesulfonate (12), which was pure enough for use in the next step. Yield: 84%; 1H NMR (300 MHz, CDCl3) delta 7.33 (dd, J = 4.8, 9.0 Hz, 1H), 7.12 (dd, J = 8.1, 9.0 Hz, 1H), 6.45 (q, J = 6.9 Hz, 1H), 2.91 (s, 3H), 1.84 (d, J = 6.9 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 756520-66-8.

Reference:
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
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Related Products of 7735-42-4, 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.7735-42-4, name is 1,16-Hexadecanediol, molecular formula is C16H34O2, molecular weight is 258.44, as common compound, the synthetic route is as follows.

The acetone is then evaporated off with the rotary evaporator, the residue is taken up in ethyl ether and water and the product is extracted three times with ether. The ethereal phases are combined and are dried over magnesium sulphate. The white solid obtained is then recrystallized from methanol (M.p. 42-43 C.). Yield=95%. 1,16-diiodohexadecane is obtained from hexadecane-1,16-diol, by adding 5 g of this diol and 19 g of potassium iodide to a solution of 2.5 g of phosphoric anhydride and 5.2 mL of 85% phosphoric acid. The mixture is heated at 100 C. for 5 hours. A dense oil forms, and the mixture is poured into 50 mL of water. The organic phase is separated, and the aqueous phase extracted with ether. The organic phases are discoloured by stirring with 50 mL of a 10% solution of sodium thiosulphate. The ether is evaporated off. The oil obtained is crystallized from methanol (M.p.=52 C.). Yield: 82%.

The chemical industry reduces the impact on the environment during synthesis 7735-42-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CNRS; US6972343; (2005); B1;,
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