Author: tianli

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 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. 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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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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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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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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Synthetic Route of 2807-30-9 ,Some common heterocyclic compound, 2807-30-9, molecular formula is C5H12O2, 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 5 2-Fluoro-6-(2-propoxyethoxy)pyridine 2-Propoxyethanol (1.89 g, 18.1 mmol) was dissolved in 50 mL THF, treated with potassium tert-butoxide (3.05 g, 27.2 mmol), stirred to uniform solution, placed in an addition funnel, and added dropwise to a solution of 2,6-difluoropyridine in 50 mL THF. After stirring overnight at room temperature, the solution was diluted with brine and extracted with ether. The ether extracts were combined and dried over Na2SO4, then concentrated in vacuo to yield 2-fluoro-6-(2-propoxyethoxy)-pyridine (3.33 g, 93%) as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2807-30-9, its application will become more common.

Reference:
Patent; Dow AgroSciences LLC; US6369083; (2002); B1;,
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Reference of 626-18-6 ,Some common heterocyclic compound, 626-18-6, molecular formula is C8H10O2, 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.

To a solution of 1,3-benzenedimethanol (1 g) in tetrahydrofuran (10 mL) was added sodium hydride (60%, 318 mg) under ice-cooling, and the mixture was stirred for 30 minutes. To the reaction mixture was added tert-butyldimethylsilyl chloride (1.09 g), and the mixture was stirred at room temperature for 4 days. Ice water was added to the reaction mixture, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 5/1) to give the title compound (528 mg).1H-NMR (CDCl3) delta ppm: 0.10 (6H, s), 0.95 (9H, s), 1.59 (1H, t, J=5.9Hz), 4.70 (2H, d, J=5.9Hz), 4.75 (2H, s), 7.20-7.40 (4H, m)

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. 626-18-6, 1,3-Benzenedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1400529; (2004); A1;,
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Synthetic Route of 623-50-7, Adding some certain compound to certain chemical reactions, such as: 623-50-7, name is Ethyl 2-hydroxyacetate,molecular formula is C4H8O3, 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 623-50-7.

EXAMPLE 8 N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]furo[2,3-b]pyridine-2-carboxamide Hydrochloride Preparation of the Acid: Ethyl glycolate (35.5 mL, 375 mmol) is slowly added (over 20 min) to a slurry of NaOH (15.8 g, 394 mmol) in 1,2-dimethoxyethane (400 mL) in a dry flask under N2 with the flask being in an ice bath. The mixture is allowed to warm to rt, is stirred for 30 min, and ethyl 2-chloronicotinate (27.84 g, 150 mmol) in 1,2-dimethoxyethane (50 mL) is added over 10 min. The reaction is warmed to 65 C. for 15 h in an oil bath. The mixture is concentrated to dryness, the residue is dissolved in water (500 mL), washed with hexane (500 mL), acidified to pH 3 with 5% HCl, and extracted with CHCl3 (4*400 mL). The combined organic layer is dried over MgSO4, filtered, and concentrated to a yellow solid. The solid is suspended in ether (200 mL) and heated on a steam bath until concentrated to a volume of 40 mL. The material is allowed to crystallize overnight, then filtered to afford ethyl 3-hydroxyfuro[2,3-b]pyridine-2-carboxylate as a pale orange solid (41% yield). Additional material is obtained by concentrating the filtrate.

According to the analysis of related databases, 623-50-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
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Synthetic Route of 14002-80-3, 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.14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

A solution of freshly distilled 25 sulfuryl chloride (3.3 mL, 45.4 mmol) in 26 Et2O (45 mL) was cooled to -78 C. under an atmosphere of Ar. A solution of 94 methyl 2,2-dimethyl-3-hydroxypropionate (3.0 g, 22.7 mmol) and 17 pyridine (2.2 mL, 27.2 mmol) in Et2O (20 mL) was added dropwise to the sulfuryl chloride solution over 30 min. The flask was rinsed with Et2O (3×5 mL) and the rinse was added to the reaction mixture. The mixture was stirred at -78 C. until completion (monitored by TLC, 30% EA/hex, 30 min). The precipitate was filtered, and the filtrate was concentrated under vacuum to afford 95 methyl 3-((chlorosulfonyl)oxy)-2,2-dimethylpropanoate(9a) (5.6 g, 70% yield). The mixture was stored at -78 C. and was used immediately for the next step without further purification. 1H-NMR (300 MHz, CDCl3) delta 4.50 (s, 2H), 3.74 (s, 3H), 1.31 (s, 6H).

Statistics shows that 14002-80-3 is playing an increasingly important role. we look forward to future research findings about Methyl 3-hydroxy-2,2-dimethylpropanoate.

Reference:
Patent; ARIXA PHARMACEUTICALS, INC.; GORDON, ERIC M.; DUNCTON, MATTHEW A.J.; FREUND, JOHN; (106 pag.)US2019/100516; (2019); A1;,
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