Tag: M.W=100-200

Electric Literature of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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: The amino alcohol was dissolved in CH2Cl2(1 M) followed by addition of Et3N (2.5 equiv) and the resultingmixture stirred at room temperature for 30 min. Then, a solution of o-nitrobenzenesulfonyl chloride (0.85 equiv)in CH2CL2 (0.85 M) was added slowly and the reaction mixture stirred for 3 h.The reaction was followed by TLC (3% MeOH/ CH2Cl2) andquenched with a 1M HCl solution. Following aqueous phase extraction with CH2Cl2(3 ),the combined organic layers were washed with brine and dried over MgSO4.The solvent was removed under reduced pressure and the crude product purified byflash chromatography on silica gel with 100% Et2O (2a) or 3% MeOH/ CH2Cl2(2b-g) to afford the desiredcompound.

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 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Article; Vezina-Dawod, Simon; Derson, Antoine; Biron, Eric; Tetrahedron Letters; vol. 56; 2; (2015); p. 382 – 385;,
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Application of 29171-20-8, 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. 29171-20-8, name is 3,7-Dimethyloct-6-en-1-yn-3-ol, molecular formula is C10H16O, 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.

a) 2,6-dimethyloct-7-yne-2,6-diol (2) The reactor was charged with water (1593 ml) and sulfuric acid (875 g, 8.7 mol) was added. The solution was cooled to 20 ¡ãC. 3, 7-dimethyloct-6-en-l-yn-3-ol (1, 2.45 kg, 16.1 mol) was added and the mixture was stirred at 25 ¡ãC for 48 hours. Water (1.5 I) and methyl tert.-butyl ether (1.6 I) was added and the mixture was stirred for 10 minutes. The layers were separated and the aqueous layer was extracted with methyl tert.-butyl ether (1.6 I). The organic layers were combined and washed with NaOH 2M (250 ml, pH 0), with saturated KHC03 solution (700 ml, pH 8-9) and brine (800 ml). The solution was dried over MgS04 and concentrated in vacuo. Residual 3,7-dimethyloct-6-en-l-yn-3-ol and volatile side products were removed by distillation over a 20 cm Vigreux column (b.p. 35 – 104¡ãC at 0.4 mbar). The crude product was wipe-film distilled (150 ¡ãC at 0.06 mbar) to afford (2) (1642 g, 69percent yield) as a light yellow liquid. The product will crystallize upon standing. A sample was crystallized from hexane to afford white crystals, m.p. 48-49 ¡ãC . IH NMR: 3.36 (s, IH); 2.40 (s, IH); 2.20 (s, IH); 1.67-1.39 (m, 6H); 1.43 (s, 3H); 1.16 (s, 6H). 13C NMR: 88.5 (s), 71.7 (d), 71.6, 68.1 (2s), 44.2, 44.0 (2t), 30.2, 29.6, 29.5 (3q), 19.8 (t). MS: 137 (10, M+ -CH3, H20), 109 (29), 79 (40), 77 (15), 71 (15), 69 (42), 66 (59), 59 (100), 56 (28), 43 (91), 41 (21).

According to the analysis of related databases, 29171-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GIVAUDAN SA; ALCHENBERGER, Alain; BERBEZ, Chloe; FINN, Clare; LELIEVRE, Dominique; LOVCHIK, Martin Alan; POIGNON-MARTEL, Roseline; ROMEY, Gilles; WO2014/198709; (2014); 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. 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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. Computed Properties of C5H11BrO

General procedure: To a solution of 100 mg of alcohol (4-bromo-1-butanol, 5-bromo-1-pentanol, or 6-bromo-1-hexanol) in 5 mL of CH2Cl2 were added 2 equiv. of imidazole and 1.0 equiv. of TIPSCl (triisopropylsilyl chloride). After being stirred at room temperature for 4 h,the reaction mixture was diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. The product was purified by chromatography (hexane/EtOAc 20:1) to give compounds 12, 13, and 14 as colorless oils. Compound 12: 85%; 1H NMR (400 MHz, CDCl3) 1.03-1.10 (m,21H), 1.68 (quin, J = 6.1 Hz, 2H), 1.98 (quin, J = 7.0 Hz, 2H), 3.46 (t,J = 6.8 Hz, 2H), 3.72 (t, J = 6.1 Hz, 2H); 13C NMR (100 MHz, CDCl3) 11.9, 18.0, 29.6, 31.5, 34.0, 62.4; ESI-HRMS (M+H)+m/z calcd. for C13H30BrOSi 309.1249, found 309.1248. Compound 13: 88%; 1H NMR (400 MHz, CDCl3) 1.05-1.11 (m,21H), 1.49-1.58 (m, 4H), 1.89 (t, J = 7.6 Hz, 2H), 3.41 (t, J = 6.9 Hz,2H), 3.69 (t, J = 6.1 Hz, 2H);13C NMR (100 MHz, CDCl3) 12.0, 18.0,24.6, 32.1, 32.7, 33.8; ESI-HRMS (M+H)+m/z calcd. for C14H32BrOSi 323.1406, found 323.1401.

With the rapid development of chemical substances, we look forward to future research findings about 34626-51-2.

Reference:
Article; Baek, Dong Jae; Bittman, Robert; Chemistry and Physics of Lipids; vol. 175-176; (2013); p. 99 – 104;,
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Electric Literature of 931-17-9, 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.931-17-9, name is 1,2-Cyclohexanediol, molecular formula is C6H12O2, molecular weight is 116.16, as common compound, the synthetic route is as follows.

Cyclohexanediol 10g, dichloromethane 20 ml,. The oxidizing system after grinding (sodium periodate 20g: silicon dioxide 16g=1: 0.8, 50 microns) was added into the reactor. Constant temperature 40 C, stirring 600r/min, so that sodium periodate is highly dispersed in the anhydrous reaction system. Reflux dichloromethane reaction 2h.Wherein the oxidizing agent prepared according to the following method: 20g sodium periodate was added to 200g 40-70 C water. Under stirring condition is completely dissolved, then pour into 16g silica gel. After intense mechanical stirring 30 minutes, the moisture is removed by evaporation, the residual moisture in the control solid 3% the following, until the high sodium iodate/silica gel into solid-state of fluid.After the reaction solution filtration and separation with oxygen-containing activator system of the solid. Filtrate under reduced pressure after the distillation gas chromatographic – mass spectrometer detection found, hexanedial purity 99.8%, hexanedial quality 8.96g, 1,2-cyclohexanediol conversion 99%, yield is 91.2%.

The chemical industry reduces the impact on the environment during synthesis 931-17-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beijing Xuyang Technology Co., Ltd.; Zhang Yingwei; Su Sizheng; Zhang Minsheng; Cao Yalin; Cui Bingbing; (9 pag.)CN104262168; (2017); B;,
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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.18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, molecular formula is C9H11ClO, molecular weight is 170.64, as common compound, the synthetic route is as follows.HPLC of Formula: C9H11ClO

General procedure: In a typical procedure, isopropenyl acetate (1.5 equiv.) was added to a 4 mL-vial containing BSLPL-1c-D (3 mg), substrate (0.3 mmol), and anhydrous toluene (0.5 M). The resulting solution was then shaken at 25 C until the reaction reached 46-50% conversion. After being diluted with methylene chloride, the reaction mixture was filtered through a celite pad, concentrated, and then analyzed by HPLC to determine the enantiomeric excesses of remaining substrate and acetylated product. The enantioselectivity (E) was then calculated using the equation: E = ln[1-c(1+eep)]/ln[1-c(1-eep)] where c = ees/(ees+eep). The kinetic resolution of 4a: (S)-4a (82%ee) and (R)-5a (97% ee); 46% conversion; E = >100. The kinetic resolution of 4b: (S)-4b (>99%ee) and (R)-5b (97% ee); 50% conversion; E=>100.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18776-12-0, 3-Chloro-1-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Oh, Yeonock; Choi, Yoon Kyung; Yun, Inyeol; Lee, Eungyeong; Kim, Kyungwoo; Kim, Mahn-Joo; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 148 – 153;,
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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 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

At 15C a solution of 380 g (2,53 mol) 2-methyl-1 -phenyl-propan-2 -ol and 426 g (4,3 mol) ethyl cyanoformate in 500 ml cyclohexane has been added to a mixture of 500 ml cyclohexane and 1899 g (19 mol) concentrated sulfuric acid upon stirring. After ca. 15 min the reaction mixture was poured onto an ice/water mixture and cautiously basified upon addition of concentrated NaOH-solution. The phases were separated and the aqeous layer was extracted twice with me- thyl-t-butylether. The combined organic phases were dried over sodium sulfate and ant volatiles were evaporated to yield 584 g (99 %) ethyl 3,3-dimethyl-4H-isoquinoline-1-carboxylate as a yellow oil. 1H-NMR (CDCIs, d in ppm): 7,55 (d, 1H); 7,4 (t, 1H); 7,3 (t, 1H); 7,18 (d, 1H); 4,45 (q, 2H); 2,75 (s, 2H); 1,4 (t, 3H); 1,28 (s, 6H)

With the rapid development of chemical substances, we look forward to future research findings about 100-86-7.

Reference:
Patent; BASF SE; RACK, Michael; MUELLER, Bernd; (38 pag.)WO2019/145177; (2019); A1;,
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Electric Literature of 346-06-5, 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.346-06-5, name is (2-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.

Reference Production Example 3; Into 6 ml of N,N-dimethylformamide was suspended 0.16 g of sodium hydride (60percent oily), and 0.61 g of 2-trifluoromethylbenzyl alcohol was added under water cooling, and the resultant mixture was stirred for 15 minutes. Thereafter, to the mixture was added 0.4 g of 2-cyano-4-chloropyridine, and the mixture was stirred for 2 hours. The resultant reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with t-butyl methyl ether three times. The organic layers obtained by extraction were combined and washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The resultant residue was subjected to silica gel column chromatography to obtain 0.55 g of 4-(2-trifluoromethylbenzyloxy)pyridine-2-carbonitrile. [Show Image] 1H-NMR:5.34(s,2H),7.05(d, 1H),7.28(s, 1H), 7.50(brs, 1H), 7.62(br s,2H), 7.75(d, 1H), 8.53(d, 1H)

Statistics shows that 346-06-5 is playing an increasingly important role. we look forward to future research findings about (2-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2332936; (2011); A1;,
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Related Products of 62058-03-1 ,Some common heterocyclic compound, 62058-03-1, molecular formula is C10H17NO, 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 solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Reference of 769-30-2, 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. 769-30-2, name is Benzo[d][1,3]dioxol-4-ylmethanol. A new synthetic method of this compound is introduced below.

A solution of (benzo[d][l,3]dioxol-7-yl)methanol (2 g, 13.14 mmol) and di(lNo.-imidazol-l-yl)methanone (4.26 g, 26.28 mmol) in 20 mL CH2CI2 was heated overnight at 50 C. The reaction was quenched with water, extracted with CH2CI2, dried over Na2S04, filtered, and concentrated. Purification via silica gel chromatography using 10-70% EtOAc in CH2CI2 gave (benzo[d][l,3]dioxol-7-yl)methyl 177-imidazole-l-carboxylate (2.8 g, 86%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,769-30-2, Benzo[d][1,3]dioxol-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); A1;,
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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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