Category: alcohols-buliding-blocks

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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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. 355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol. A new synthetic method of this compound is introduced below., Safety of 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol

Example 32 Preparation of 2,2,3,3,4,4,5,5-octafluoropentyl bis(pentafluoroethyl-) phosphinate, (C2F5)2P(O)OCH2CF2CF2CF2CF2H Potassium fluoride (0.185 g; 3.2 mmol) is suspended in cooled (0 C.) tris-(pentafluoroethyl)phosphine oxide, (C2F5)3P=O, (9.957 g; 24.6 mmol) in a 100 ml glass flask, and 2,2,3,3,4,4,5,5-octafluoropentan-1-ol (5.491 g; 23.7 mmol) is added dropwise. The reaction suspension is warmed and stirred at room temperature for 46.5 h. After condensation in vacuo (10-3 mbar) at room temperature to 60 C. and double fractional distillation in vacuo (6.10-3 mbar) (b.p.: 31 to 32 C.), 2,2,3,3,4,4,5,5-octafluoropentyl bis-(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH2CF2CF2CF2CF2H, can be isolated as clear and colourless liquid (1.603 g; 3.1 mmol) in a yield of 13% and a purity of 98%. The isolated product is characterised by means of 1H, 19F and 31P NMR spectra in CD3CN. 1H NMR: delta in ppm: 6.44 t, t (1H), 2JH,F=51.1 Hz, 3JH,F=5.3 Hz; 5.11 t, d (2H), 3JH,F=12.9 Hz, 3JH,P=8.0 Hz. 19F NMR: delta in ppm: -81.3 m (6F); -121.7 m (2F); -123.8 m (4F); -125.5 m (2F); -130.7 m (2F); -139.4 d,m (2F), 2JH,F=51.1 Hz. 31P NMR: delta in ppm: 10.6 quin, m, 2JF,P=92.2 Hz.

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

Reference:
Patent; MERCK PATENT GmbH; Ignatyev, Nikolai Mykola; Schulte, Michael; Jablonka, Christoph Alexander; Koppe, Karsten; Frank, Walter; US2015/45572; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 616-29-5, 1,3-Diaminopropan-2-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, Safety of 1,3-Diaminopropan-2-ol, blongs to alcohols-buliding-blocks compound. Safety of 1,3-Diaminopropan-2-ol

General Procedure for the Synthesis of the BOC-Protected Amino Alcohols 35a-eA solution of the appropriate amino alcohol (6.0 mmol), di-tert-butyl dicarbonate (1.96 g, 9.0 mmol) and NaHCO3 (2.5 g, 30.0 mmol) in 10 ml of dioxane and 10 ml H2O was stirred overnight at room temperature. Ethyl acetate (50 ml) was then added and the organic phase was washed with saturated NaHCO3 (2¡Á50 ml), 10% HCl (2¡Á50 ml), and brine (50 ml). The organic phase was then dried with MgSO4, filtered and evaporated. The product was purified as indicated.Di-tert-butyl 2-hydroxypropane-1,3-diyldicarbamate 35aThe title compound 35a was prepared in 35% yield (610 mg) using the general procedure and employing 3.92 g of di-tert-butyl dicarbonate instead of the indicated amount and the product was obtained as white solid after recrystalized from hexanes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; METHYLGENE INC.; US2008/132525; (2008); 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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Electric Literature of 106-28-5, 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.

General procedure: To a solution of geraniol (1b, 4.45 g, 28.8?mmol) in dichloromethane (15?ml) were added DMAP (175?mg, 1.43?mmol) and acetic anhydride (6.0?ml, 63?mmol) and the mixture was stirred at room temperature under nitrogen for 1 h. After addition of methanol (10?ml), the reaction mixture was further stirred for 1 h, diluted with diethyl ether, washed twice with aq. 4% sodium hydrogen carbonate, distilled water, and brine, and dried over sodium sulfate. The solvents were evaporated and the residue was purified with FCC (hexane:ethyl acetate?=?20:1) to give geranyl acetate (2b, 4.04?g, 20.6?mmol) in 71% yield:

According to the analysis of related databases, 106-28-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamiaki, Hitoshi; Nomura, Kota; Mizoguchi, Tadashi; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6361 – 6370;,
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Synthetic Route of 61439-59-6 ,Some common heterocyclic compound, 61439-59-6, molecular formula is C15H16O2, 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.

Example 3 d2-l-Benzyloxv-4-(2-methoxv-ethyl)-benzene-OH ^- ‘J ^-OCD3[00262] 2-(4-Benzyloxyphenyl)-ethanol (3.94 mmol) was added to a suspension of sodium hydride (11.3 mmol) in 9 mL of dry dimethylformamide at 0 C. d3-Methyl methanesulfonate (5.92 mmol) was added dropwise and the reaction mixture was stirred at ambient temperature overnight, quenched with water, and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and the solvent was removed under reduce pressure to afford the title compound as an oil. Yield: 90%. 1H- NMR (CDCl3): delta7.35-7.47 (m, 5H); 7.18 (d, J = 8.1 Hz, 2H); 6.94 (d, J= 8.1 Hz, 2H); 5.07 (s, 2H); 3.60 (t, J= 6.6 Hz, 2H); 2.86 (t, J= 6.6 Hz, 2H).

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. 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/139923; (2007); 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.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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Adding a certain compound to certain chemical reactions, such as: 2077-19-2, 2-(4-Bromophenyl)propan-2-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, Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol

To a 50 mL round-bottom flask were placed 2-(4-bromophenyl) propan-2-ol (5.10 g, 23.71 mmol), 2H-l ,2,3-triazole (3.28 g, 47.4 mmol), acetonitrile (10 mL) and iron (III) trichloride (1.50 g, 9.48 mmol). The reaction mixture was heated at 60C for 16 hours and then quenched by a saturated aqueous ammonium chloride solution (50 mL). The mixture was extracted with ethyl acetate (3 x 80 mL) and the combined organic layers dried over sodium sulfate and filtered. The filtrate was concentrated under vacuum to afford 3.50 g of the crude product mixture as a yellow oil that was then purified by prep-HPLC (ccolumn: X Bridge CI 8, 19 x 150 mm, 5 um; mobile phase A: water/0.05% trifluoroacetic acid, mobile phase B: acetonitrile; flow rate: 20 mL/min; gradient: 30%B to 70%B in 10 min; 220 nm) to give the title compounds: l-(2-(4-Bromophenyl)propan-2-yl)-lH-l ,2,3-triazole, LCMS (ESI) calc’d for CiiHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, CDC13) delta 7.68 (s, 2H), 7.43 (d, / = 8.8 Hz, 2H), 6.93 (d, / = 8.8 Hz, 2H), 2.10 (s, 6H); 2-(2-(4- Bromophenyl)propan-2-yl)-2H-l ,2,3-triazole, LCMS (ESI) calc’d for CnHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, DMSO-d6) delta 8.28 (s, 1H), 7.82 (s, 1H),7.54 (d, / = 8.4 Hz, 2H), 6.93 (d, / = 8.4 Hz, 2H), 2.02 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; THOMPSON, Christopher F.; FALCONE, Danielle; DENG, Wei; TORRES, Luis; ZENG, Hongbo; BAI, Yunfeng; FU, Jianmin; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146493; (2014); A1;,
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