Category: alcohols-buliding-blocks

Electric Literature of 96-35-5 ,Some common heterocyclic compound, 96-35-5, molecular formula is C3H6O3, 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.

As a reactive distillation apparatus, an apparatus obtained by connecting a 3-stage packed column to a flask and further providing a refluxing device at the top of the packed column was used. A mixed liquid obtained by mixing 150 g of water with 50 g of the distillate containing more than 98 wt % of methyl glycolate obtained in (3) above was put into the flask. Next, reactive distillation was carried out for 2 hours at normal pressure, maintaining the temperature at the base of the column of the reactive distillation apparatus (i.e. the liquid temperature) at 95 to 97 C. At this time, distillate containing methanol was distilled off. The temperature at the top of the column was 65 C. at the start of the reactive distillation, but had reached 100 C. by the end. [0322] After the reactive distillation had been completed, 114 g of an aqueous solution containing 36.1 wt % of glycolic acid was recovered from the flask. The yield of glycolic acid relative to the methyl glycolate was 100%. Regarding impurities, formaldehyde and chlorine compounds were not detected, and 20 ppm of oxalic acid and 76 ppm of ethylene glycol were detected.

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. 96-35-5, Methyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hayashi, Toshio; Baba, Hideyuki; US2004/138409; (2004); A1;,
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Synthetic Route of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol. A new synthetic method of this compound is introduced below.

Synthesis of 2,5,8,11-tetraoxatridecan-13-ol tosylate Procedure: [0187] (JACS, 2007, 129, 13364) To a solution of 2,5,8,11-tetraoxatridecan-13-ol (7 g, 33.6 mmol) and triethylamine (4.9 ml, 35.3 mmol) in dry CH2Cl2 (100 ml), 4-toluenesulfonyl chloride (6.7 g, 35.3 mmol) and DMAP (120 mg) were added. The mixture was stirred at room temperature for 20 h. The reaction mixture was washed with 80 mL of HCl (1M) and then water. The extract was dried over anhydrous MgSO4, filtrated, and the filtrate was evaporated. The residue was used in the next step without further purification. Yield: [0188] 11.0 g (90%) NMR: [0189] 1H NMR (400 MHz, CDCl3) delta 7.75-7.64 (m, 2H), 7.31-7.26 (m, 2H), 4.16-4.06 (m, 2H), 3.62 (m 2H), 3.59-3.40 (m, 10H), 3.30 (s, 3H), 2.38 (s, 3H). [0190] 13C{1H} NMR (101 MHz, CDCl3) delta 144.75 (s), 132.90 (s), 129.77 (s), 127.8 (s), 71.82 (s), 70.60 (s), 70.48 (s), 70.47 (s), 70.41 (s), 70.39 (s), 69.23 (s), 68.55 (s), 58.90 (s), 21.53 (s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bergmann, Frank; Cysewski, Robert; de Cola, Luisa; Dziadek, Sebastian; Fernandez Hernandez, Jesus Miguel; Josel, Hans-Peter; Seidel, Christoph; US2015/147751; (2015); A1;,
Alcohol – Wikipedia,
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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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C6H15NO

A solution of 1-propanephosphonic acid cyclic anhydride (0.35 rnL) (1.57 M in THF) was added to a suspension of the product of step (i) (69 mg), triethylamine (0.077 mL), 4- (dimethylamino)-l-butanol (0.12 mL) and 4-dimethylaminopyridine (4.50 mg) in DMF (2 mL). The mixture was stirred at r.t. for 60 h and was then diluted with EtOAc (10 mL). The solution was washed with water (2 x 10 mL) dried and concentrated by evaporation. The crude product was purified by RPHPLC to produce a colourless gum which was dissolved in MeCN (0.5 mL). Benzenesulphonic acid (7.9 mg) was added and the solvent was evaporated to give a residue which was triturated with diethyl ether to give the title compound as a colourless solid (27.0 mg); 1H NMR: 7.61-7.58 (m, IH), 7.48-7.45 (m, 3H), 7.34-7.27 (m, 5H), 6.93 (d, IH), 6.21-6.06 (m, IH), 4.63-4.57 (m, IH), 4.27 (t, 2H), 4.20- 4.12 (m, IH), 3.92 (s, 3H), 3.73 (s, 2H), 3.41-3.33 (m, 4H), 2.42 (s, 6H), 2.03 (s, 3H), 1.77- 1.67 (m, 2H), 1.66-1.57 (m, IH), 1.53-1.43 (m, IH), 1.34-1.21 (m, 2H), 1.15-1.03 (m, 2H), 0.77 (t, 3H); LC-MS m/z 474.

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, 13330-96-6, 4-(Dimethylamino)butan-1-ol.

Reference:
Patent; ASTRAZENECA AB; DAINIPPON SUMITOMO PHARMA CO., LTD; ASTRAZENECA UK LIMITED; BENNETT, Nicholas, James; MCINALLY, Thomas; THOM, Stephen; WO2010/133885; (2010); A1;,
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Application of 2854-16-2, 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 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

The compound 4-geo (101.3 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (71.0 mg), and HO-Bt (61.9 mg) were added to methylene chloride (2.1 mL), and the mixed solution was stirred at room temperature under an argon atmosphere for 5 minutes. To the mixed solution was added a methylene chloride solution (1.0 mL) of hydroxyisobutylamine (59.8 g), and the resulting mixed solution was stirred for 4.5 hours. To the mixed solution was added a saturated sodium carbonate aqueous solution, and the water phase was extracted with ethyl acetate. The organic phase was washed with a saturated saline solution. After removing the organic solvent under vacuum, the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1?1/2) to obtain 118.0 mg (a yield of 97.5percent) of a yellow viscous oily desired product. Data of the obtained compound are as follows: 1H-NMR (CDCl3, 400 MHz) delta: 1.19-1.34 (1H, m), 1.24 (6H, m), 1.76 (1H, t, J=9.0 Hz), 2.13 (2H, dd, J=6.8, 13.8 Hz), 2.25 (2H, dd, J=6.8, 13.8 Hz), 3.33 (2H, d, J=6.1 Hz), 4.99 (1H, dd, J=4.9, 8.8 Hz), 5.11 (1H, dd, J=4.9, 8.8 Hz), 5.44 (1H, dd, J=9.8, 15.3 Hz), 5.64 (1H, td, J=6.8, 14.9 Hz), 5.81 (1H, d, J=15.3 Hz), 5.83 (1H, s), 6.82 (1H, td, J=6.8, 15.3 Hz); 13C-NMR (CDCl3, 100 MHz), delta: 19.21, 27.35, 31.16, 31.62, 50.45, 56.98, 61.52, 71.10, 81.09, 84.94, 123.77, 130.28, 132.55, 144.20, 166.89; ESI-MS m/z: +ESI 426 [M+Na]+, 404 [M+H]+, -ESI 402 [M-H]-. HRESI-MS m/z: 426.0972 (Calcd for C19H25NO5FeNa: 426.0980). IR (film): cm-1: 3302, 2918, 2035, 1961, 1669, 1627, 622, 610, 571.

According to the analysis of related databases, 2854-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TSUMURA & CO.; Aoki, Katsuyuki; US2013/245303; (2013); 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. 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, the common compound, a new synthetic route is introduced below. Formula: C7H6BrClO

(2) To a solution of 2.08 g (9.39 mol) of 5-bromo-2-chlorobenzylalcohol in 30 ml of dry diethyl ether was added dropwise 1.27 g (4.23 mmol) of phosphorous tribromide with ice-cooling. The mixture was stirred with ice-cooling for 3 hours and stirred at room temperature for 1.5 hours. To the reaction solution were added ice water and then tert-butyl methyl ether. The mixture was stirred for 30 minutes and separated. The organic layer was washed successively with an about 5% aqueous solution of sodium bicarbonate and water, then dried and concentrated. The solid residue (1.99 g) was subjected to silica gel column chromatography (eluted with n-hexane) to obtain 1.88 g of 5-bromo-2-chlorobenzylbromide as flocculent crystals.

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6489487; (2002); B1;,
Alcohol – Wikipedia,
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Application of 558-42-9, 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.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

General procedure: In a150 mL pressure vessel, a suspension of 3-bromo-1H-pyrazole (8 g, 54.43 mmol) cesiumcarbonate (53.2 g, 163.29 mmol), and difluoroiodomethane (10percent wt. in THF, 200 ml, 106.23mmol) was heated at 45°C overnight. The reaction mixture was cooled to room temperature andthen filtered through Celite. The filter cake was washed with Et20 (3 x 150 mL). The filtrate was washed with brine, dried over sodium sulfate and carefully concentrated (20 °C bath, 100 mb vacuum) to give 17 g of a 1.5:1 ratio of regioisomers and solvent still present. This crude material was combined with 3,5-Difluoro-4-formylphenylboronic acid (12.65 g, 68.03 mmol),Palladium acetate (0.31 g, 1.381 mmol), butyldi- 1 -adamantylphosphine (1.171 g, 3.265 mmol) and Potassium carbonate (22.80 g, 164.96 mmol) in dioxane (150 mL) and water (50 mL) the mixture was degassed for 10 mm with argon, then heated at 100 °C overnight. The reaction mixture was cooled to room temperature, concentrated under reduce pressure, the residue was diluted with EtOAc and washed with brine 2x then dried over Na2504, filtered and concentratedunder reduced pressure. The crude residue was purified by silica column chromatography (5percent to15percent EtOAc/Hex). Mixed fractions were recrystallized (5:1 Hex/EtOAc) combined pure product afforded P4. 1HNMR (400 MHz, Chloroform-d) oe 10.35 (d, J = 1.0 Hz, 1H), 7.92 (d, J = 2.8 Hz, 1H), 7.46 (d, J = 9.6 Hz, 2H), 7.24 (t, J = 60.5 Hz, 1H), 6.80 (d, J = 2.8 Hz, 1H).

Statistics shows that 558-42-9 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
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Reference of 624-95-3 , The common heterocyclic compound, 624-95-3, name is 3,3-Dimethylbutan-1-ol, molecular formula is C6H14O, 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.

[00066] Example V represents an oxidation in which the KBr co-catalyst and the NaHCO3 buffer were removed and they were replaced with Na2B4O7-Zr(acetate)2 additive. [00067] 16.9 g of 3,3-Dimethyl-1-butanol (117.3 mmol) and 0.0765 g MeO TEMPO (0.411 mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.380 g, 1.0 mmol) and Zr(acetate)2 (0.2 g solution, 0.1 mmol) are dissolved in water (12.0 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and the emulsion is re-adjusted to pH=8.4 using 50% solution of CH3COOH. When the temperature of the reactants reached 0 C., 75.5 g (122 mmol) of 12.1% aqueous NaOCl solution are pumped in via a gas-tight syringe over 90 minutes (The pH of the bleach solution was adjusted to 10 using 50% aqueous CH3COOH). During the bleach addition the pH was maintained at 8.3-8.4 levels using few drops of 50% aqueous CH3COOH. The reaction mixture is stirred for an additional 120 min at 0 C. and the organic layer is sampled for GC assay. The reaction in this second stage was kept at pH 8.4 by addition of 0.2-0.25 cc aqueous solution of NaOH (50% concentration). The yield of 3,3-dimethylbutyraldehyde is 95.0% at 60 min and 93.0% at 90 min reaction time

The synthetic route of 624-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 929-06-6, Adding some certain compound to certain chemical reactions, such as: 929-06-6, name is 2-(2-Aminoethoxy)ethanol,molecular formula is C4H11NO2, 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 929-06-6.

Compound 35A: tert-butyl (2-(2-hydroxyethoxy)ethyl)carbamate O / (Boc)20 HzN^^^ ^”^^OH *~ BocHN’ THF 2-(2-aminoethoxy)ethanol (5 g, 47.56 mmol, 1.00 equiv) was dissolved in THF (100 mL) at 0C and sodium hydroxide (2 g, 50.00 mmol, 1.05 equiv) was then added (solution in 25 mL of water). A solution of di-tert-butyl dicarbonate (10.38 g, 47.56 mmol, 1.00 equiv) in THF (20 mL) was added drop-wise and the reaction was then left under agitation overnight at ambient temperature. The reaction was diluted by adding 50 mL of water and the product was extracted with 3 times 75 mL of AcOEt. The organic phases were combined, washed once with 100 mL of NaCl (sat.), then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 9 g (92 %) of compound 35A in the form of a yellow oil.

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. 929-06-6, 2-(2-Aminoethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PIERRE FABRE MEDICAMENT; RILATT, Ian; PEREZ, Michel; GOETSCH, Liliane; BROUSSAS, Matthieu; BEAU-LARVOR, Charlotte; HAEUW, Jean-Francois; WO2015/162293; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 927-74-2, 3-Butyn-1-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, 927-74-2, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 3-Butyn-1-ol

To a stirred solution of the product of Preparation 19 (4.5 g, 16.3 mmol) in diethylamine (100 mL) was added but-3-yn-1-ol (1.9 mL, 32.6 mmol), Pd(PPh3)2Cl2 (500 mg, 1.63 mmol) and CuI (154 mg, 0.815 mmol) and resulting mixture was stirred for 17 h at room temperature. The solvent was then removed under reduced pressure and the residue was dissolved in diethyl ether (200 mL) and this solution was filtered to remove salts. The solvent was then removed under reduced pressure and the crude product was purified by silica gel chromatography (60% EtOAc/Hexane) to afford the title intermediate (3.03 g, 91% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,927-74-2, its application will become more common.

Reference:
Patent; Mammen, Mathai; Mischki, Trevor; Hughes, Adam; Ji, Yu-Hua; US2006/35933; (2006); A1;,
Alcohol – Wikipedia,
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Reference of 109-83-1, 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 109-83-1, name is 2-(Methylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of carbon disulfide (452 pL, 7.5 mmol, 1.5 eq.) in 10 mL anhydrous THF under intert atomsphere of argon, is added dropwise at 0 C 2-(methylamino)ethanol (400pL, 5.0 mmol, 1.0 eq.). After stirring atO Cfor5 minutes, sodium hydride (60% dispersion inmineral oil, 200 mg, 5.0 mmol, 1 .0 eq.) is added in portions. After 30 minutes of stirring at 0 0C the mixture is concentrated under reduced pressure and washed with cyclohexane toremove mineral oil and dried overnight under reduced pressure to yield a pale yellow powder (842 mg, 4.9 mmol, 97 % yield).1H NMR (400 MHz, MeOD) 6 (ppm): 3,57 (s, 3H, CH3), 3,87 (t, J = 6 Hz, 2H, CH2N),4,27 (t, J = 6 Hz, 2H, CH2O)130 NMR (100 MHz, MeOD) 6 (ppm): 44,7 (CH3N), 59,1 (CH2N), 61,2 (CH2O), 214,0 (CS2).

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 109-83-1, 2-(Methylamino)ethanol.

Reference:
Patent; UNIVERSITE PARIS EST CRETEIL VAL DE MARNE; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM); MOTTERLINI, Roberto; FORESTI, Roberta; MARTENS, Thierry; RIVARD, Michael; WO2015/140337; (2015); A1;,
Alcohol – Wikipedia,
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