Category: alcohols-buliding-blocks

Synthetic Route of 4277-34-3, 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 4277-34-3 as follows.

General procedure: A ?10 g? Biotage SNAP cartridge wrapped in aluminum foil was used to house the modified silica gel (13.2 g). The (Z)-cyclooctene derivative (0.012-0.024 M in solvent) and methyl benzoate (2.0 equiv) were dissolved in the indicated solvent in a quartz flask. After sparging the contents with N2 for 15 minutes, the flask was placed in a Rayonet reactor and connected via PTFE tubing to a column (Biotage SNAP) and an FMI pump. The column was then packed with silver nitrate exchanged sulfonated silica gel. Any remaining space between the silica and the cartridge cap was filled with cotton. The column was flushed with the reaction solvent, followed by equilibration via circulation with the FMI pump (ca. 100 mL per minute). The solution in the quartz flask was then irradiated at 254 nm under continuous flow for the indicated time. The SNAP cartridge was washed with additional solvent, and then dried with a stream of compressed air. A solution of NH3-saturated MeOH was allowed to pass through the column and the effluent was collected until no more trans-cyclooctene product was detected by TLC. The collected solution was then concentrated by rotary evaporation and the residue was purified by flash silica gel chromatography to obtain pure trans-cyclooctenes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4277-34-3, its application will become more common.

Reference:
Article; Darko, Ampofo; Boyd, Samantha J.; Fox, Joseph M.; Synthesis; vol. 50; 24; (2018); p. 4875 – 4882;,
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Reference of 16308-92-2, 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.16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: In a 5 ml glass flask, catalyst (10 mg, containing 0.2 mol% Pd), alcohol(0.5 mmol), K2CO3 (104 mg, 0.75 mmol) and H2O or toluene(2 mL) were added and reaction mixture was stirred continuously at90 C for the desired time under O2 atmosphere (from a balloon). Then,in the case of water as solvent, products were extracted with ethylacetate and the catalyst was recovered by an external magnet. Yields ofdesired products were determined by gas chromatography.

The chemical industry reduces the impact on the environment during synthesis 16308-92-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Gholinejad, Mohammad; Afrasi, Mahmoud; Nikfarjam, Nasser; Najera, Carmen; Applied Catalysis A: General; vol. 563; (2018); p. 185 – 195;,
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Adding a certain compound to certain chemical reactions, such as: 445-26-1, 1-(2-Fluorophenyl)ethanol, 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, Quality Control of 1-(2-Fluorophenyl)ethanol, blongs to alcohols-buliding-blocks compound. Quality Control of 1-(2-Fluorophenyl)ethanol

General procedure: In a vacuum dried 100 mL Schlenk flask, secondary or primary benzyl alcohol I (10.0 mmol),4-dimethylaminopyridine (2 mmol), and triethylamine (2.78 mL, 20.0 mmol) were dissolved inTHF (50 mL) under Ar atmosphere. Then, HClSiiPr2 or HClSiMetBu (12 mmol) was added atroom temperature and the reaction mixture was stirred overnight at room temperature or 50 oC.After the reaction was complete (monitored by TLC or GC-MS), the reaction mixture was filteredto remove the white precipitate and the solvent was removed via rotary evaporation. Water (20 mL)and MTBE (20 mL) were added, and the mixture was extracted with MTBE (20 mL×3). Thecombined organic layer was washed with saturated sodium chloride (20 mL), and dried overNa2SO4. Evaporation of organic solvent afforded a colorless liquid, which was further purified byflash silica column chromatography with petroleum ether as the eluent to give the corresponding(hydrido)silyl ether product as a colorless liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,445-26-1, 1-(2-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Fang, Huaquan; He, Qiaoxing; Liu, Guixia; Huang, Zheng; Synlett; vol. 28; 18; (2017); p. 2468 – 2472;,
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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. 4541-15-5, name is 5-(Benzyloxy)pentan-1-ol, molecular formula is C12H18O2, 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. Recommanded Product: 5-(Benzyloxy)pentan-1-ol

Et3N (10.79 mL, 78 mmol) was added in one portion via syringe to a solution of 5-Benzyloxy-1- pentanol (10.08 g, 51.9 mmol) in DCM (75 mL) in a round bottom flask charged with a magnetic stir bar at 0 C under N2. Next, MsCI (4.85 ml_, 62.3 mmol) was added dropwise via syringe in 4 separate portions at a rate such that the internal temperature did not exceed 15 C. The reaction was allowed to continue to stir for 1 hour, after which it was diluted with H20 (200 ml_) and DCM (150 ml_). The organic layer was separated, and the aqueous layer was washed with DCM (225 ml_). The combined organic layers were washed with brine (200 ml_), dried with Na2S04, filtered, and concentrated under reduced pressure to provide the title compound as a crude orange oil (14.46 g). MS (M + 1 ) = 272.9, Rt = 1.33 min (LC method 13).

With the rapid development of chemical substances, we look forward to future research findings about 4541-15-5.

Reference:
Patent; NOVARTIS AG; BRITO, Luis; CHEN, Delai; GAMBER, Gabriel Grant; GEALL, Andrew; LOVE, Kevin; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95340; (2015); A1;,
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Electric Literature of 18068-06-9, 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.18068-06-9, name is 4-Methoxycyclohexanol, molecular formula is C7H14O2, molecular weight is 130.19, as common compound, the synthetic route is as follows.

4-Methoxycyclohexanol (2.0 g, 15.0 mmol) was taken up in 150 mL of DCM. Pyridinium chlorochromate (5.0 g, 23.0 mmol) was added. After 60 hours, the mixture was filtered through a plug of Florisil and concentrated under reduced pressure. The residue was taken up in 50 mL of ether and filtered through a plug of silica gel. The solvent was removed under reduced pressure, affording 4-methoxycyclohexanone as a light yellow oil.

Statistics shows that 18068-06-9 is playing an increasingly important role. we look forward to future research findings about 4-Methoxycyclohexanol.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon; WO2010/57121; (2010); 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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, 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. Application In Synthesis of (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

The preparation of geranylgeranyl bromide followed a procedure previously described.35 Under a nitrogen atmosphere, phosphorus tribromide (40 muL, 0.43 mmol, 0.65 equiv) was added to a solution of geranylgeraniol (192 mg, 0.66 mmol, 1.0 equiv) in 3 mL THF at 0 C and stirred for 1 h. Saturated NaHCO3 (5 mL) was added and the mixture was extracted with n-hexane (3×15 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The geranylgeranyl bromide was used without further purification or characterization.

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Conference Paper; Hammer, Stephan C.; Dominicus, Joerg M.; Syren, Per-Olof; Nestl, Bettina M.; Hauer, Bernhard; Tetrahedron; vol. 68; 37; (2012); p. 7624 – 7629;,
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Electric Literature of 89-95-2, 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 89-95-2, name is 2-Methylbenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The substrate (alcohol, phenol or amine; 1.0 mmol) was treated with Ac2O (2.0 mmol) in the presence of P(4-VPH)ClO4 (50 mg) at room temperature under solvent-free conditions and magnetic stirring. After completion of the reaction as indicated by TLC, the mixture was diluted with Et2O (25 ml) and the catalyst allowed to settle down. The supernatant ethereal solution was decanted off, the catalyst washed with Et2O (2 ml) and the combined ethereal solution concentrated under vacuum to afford the product, identical(mp, IR, 1H and 13C NMR, and GC-MS) to an authentic sample of acetylated product. The recovered catalyst was dried at 50 C under vacuum for 2 h. The recovered catalyst, after drying, was reused for four more consecutive acetylation reactions of benzyl alcohol (1.0 mmol) affording 96, 96, 94, and 94% yields, respectively, in 22, 23, 23, and 25 min (Scheme 2).

According to the analysis of related databases, 89-95-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Khaligh, Nader Ghaffari; Journal of Molecular Catalysis A: Chemical; vol. 363-364; (2012); p. 90 – 100;,
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Application of 179811-63-3, 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.179811-63-3, name is 2-Amino-2-(3-chlorophenyl)ethanol, molecular formula is C8H10ClNO, molecular weight is 171.6241, as common compound, the synthetic route is as follows.

To a stirred solution of 1-(5-chloro-2-(phenylamino)pyridin-4-yl)-1H-imidazole-4-carboxylic acid (0.035 g, 0.11 mmol) in NMP (1.5 mL) was added EDC (0.065 g, 0.33 mmol), HO t (0.005 g, 0.033 mmol), triethylamine (0.02 mL, 0.22 mmol), and 2-amino-2-(3-chlorophenyl)ethanol (0.022 g, 0.13 mmol). The reaction mixture was stirred at RT overnight. The mixture was diluted with water (10 mL) and extracted with ethyl acetate (3×15 mL). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate, and evaporated under reduced pressure. The crude residue was purified by preparative TLC using methanol in DCM as eluent to afford 1-(5-chloro-2-(phenylamino)pyridin-4-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-1H-imidazole-4-carboxamide as an off-white solid (19 mg, 36% yield). 1HNMR (400 MHz, DMSO-d6): delta 9.44 (s, 1H), 8.41 (s, 1H), 8.38 (d, J=4.0 Hz, 1H), 8.16 (s, 1H), 8.02 (s, 1H), 7.61 (d, J=7.6 Hz, 2H), 7.44 (s, 1H), 7.33-7.30 (m, 2H), 7.29-7.27 (m, 3H), 6.93 (s, 2H), 5.02-5.01 (m, 2H), 3.72 (t, J=5.6 Hz, 2H). LC-MS calcd exact mass 467.09, found m/z 468.1 [M+H]+; HPLC purity 99.88%.

Statistics shows that 179811-63-3 is playing an increasingly important role. we look forward to future research findings about 2-Amino-2-(3-chlorophenyl)ethanol.

Reference:
Patent; Asana Biosciences, LLC; Venkatesan, Aranapakam M.; Thompson, Scott K.; Smith, Roger A.; Reddy, Sanjeeva P.; (166 pag.)US2016/362407; (2016); A1;,
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Synthetic Route of 112-27-6, Adding some certain compound to certain chemical reactions, such as: 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol,molecular formula is C6H14O4, 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 112-27-6.

Ag2O (6.9 g, 30 mmol) was added to a solution of triethylene glycol (3.0 g, 20 mmol) in dry CH2Cl2. BnBr (2.6 mL, 22 mmol) was then added dropwise over 5 min, and the mixture was stirred for 2 h. After this time, the suspension was filtered through a pad of Celite, which was thoroughly washed with CH2Cl2. The combined filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography to yield a yellow oil (4.46 g, 92.9%). 1H NMR (300 MHz, CDCl3): delta 7.26-7.35 (m, 5H, Ph), 4.56 (s, 2H, -CH2Ph), 3.73-3.58 (m, 12H, -OCH2CH2O-), 2.80 (br, 1H, -OH); 13C NMR (75 MHz, CDCl3): delta 138.0, 128.2, 127.6, 127.5, 73.1, 72.4, 70.5, 70.4, 70.2, 69.2, 61.5.

According to the analysis of related databases, 112-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Yang; Xue, Xiao-Chao; Jin, Xiao-Feng; Wang, Li-Jun; Sha, Yin-Lin; Li, Zhong-Jun; Tetrahedron; vol. 68; 35; (2012); p. 7148 – 7154;,
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Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, 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 50595-15-8.

(2) (2R,4S)-2-Ethyl-4-(5-morpholin-4-yl-pyrimidin-2-ylamino)-6-trifluoromethyl-3,4- dihydro-2H-quinoline-l-carboxylic acid tert-butoxycarbonylmethyl ester; Hydroxyacetic acid tert-butyl ester (70 mg) and sodium hydride (60percent; 21 mg) were added to a solution of the compound obtained in Example 21(1) above (200 mg) in tetrahydrofuran (3 ml) and the mixture was stirred at 50°C for an hour. The reaction mixture was cooled to room temperature, a saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (NH-silica gel; hexane:ethyl acetate = 9: 1–>3 :2) to give the titled compound (183 mg). MS (m/z): 566[MH-H]+.

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. 50595-15-8, tert-Butyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/116922; (2007); A1;,
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