Month: July 2021

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. 624-95-3, name is 3,3-Dimethylbutan-1-ol. A new synthetic method of this compound is introduced below., Formula: C6H14O

[00079] 12.2 g of 3,3-Dimethyl-1-butanol of 98% purity (117.3 mmol) and 0.049 g 4-Acetamido-TEMPO (0.223 mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.294 g, 0.76 mmol), NaHCO3 (1.472 g, 17.5 mmol) and NaCl (2 g) are dissolved in water (25 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 8.6 using 40% solution of NaOH. When the temperature of the reactants reached 0 C., 69.8 g (123.1 mmol) of 13.1% aqueous NaOCl solution are pumped in via a gas-tight syringe over 55 minutes. The reaction mixture is stirred for an additional 15 min at 0 C. and the organic layer is sampled for GC assay. The yield of 3,3-dimethylbutyraldehyde is 88.3% at 2 min of post bleach-addition time and 92.1% at 15 min reaction time

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, 624-95-3, 3,3-Dimethylbutan-1-ol.

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

Electric Literature of 27871-49-4, 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. 27871-49-4, name is (S)-Methyl 2-hydroxypropanoate. A new synthetic method of this compound is introduced below.

Step 1: methyl (S)-2-((tert-butyldimethylsilyl)oxy)propanoate: a solution of methyl (2S)-2-hydroxypropanoate (5 g, 48.03 mmol, 1.00 eq.) and l H-imidazole (4.9 g, 71.98 mmol, 1.50 eq.) in dichloromethane (100 mL) was placed into a 250-mL round-bottom flask. This was followed by the addition of a solution of tert-butyl(chloro)dimethylsilane (8.69 g, 57.66 mmol, 1.20 eq.) in dichloromethane (50 mL) dropwise with stirring at 0C. The resulting solution was stirred for 2 hours at room temperature. The reaction was then quenched by the addition of 80 mL of water/ice and extracted with dichloromethane (3×50 mL). The resulting mixture was washed with brine (2×100 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 8 g (76%) of methyl (2S)-2-[(tert- butyldimethylsilyl)oxy]propanoate as a colorless liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27871-49-4, its application will become more common.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (96 pag.)WO2016/105468; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 27489-62-9, 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 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-(methylcarbamoyl)-1-(1-(1-tosyl-1H-indol-4-yl)ethyl)-1H-pyrazole-5-carboxylic acid (255 mg, 0.547 mmol) in DMF (4 mL) was added HATU (312 mg, 0.820 mmol) followed by (1r,4r)-4- aminocyclohexan-1-ol (126 mg, 1.093 mmol, commercially available from, for example, Fluorochem) and DIPEA (0.477 mL, 2.73 mmol). The resulting reaction mixture was stirred at rt in air for 5 h. The reaction mixture was concentrated in vacuo to remove DMF and partitioned between ethyl acetate and saturated aq. LiCl solution. The organic layer was separated, washed with brine, dried (hydrophobic frit) and concentrated to give a crude orange oil. This was purified by chromatography on silica gel column, eluting with 0-50% (25% ethanol in ethyl acetate)/ethyl acetate to give the desired product (330 mg, 0.439 mmol, 80 % yield) as a pale yellow oil. (0529) LCMS (2 min Formic): Rt = 1.07 min, [M+Na]+ = 586

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 75853-18-8, 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 75853-18-8, name is 2,3-Difluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (2,3-difluoro-phenyl)-methanol (50 g, 0.35 mol, 1.0 eq) and imidazole (70.9 g, 1.05 mol, 3.0 eq) in dry THF (1 L) was added TBDMSCI (62.7 g, 0.42 mol, 1.2 eq) at ice-bath. After stirring at rt for 3 h, the mixture was extracted with EA, and washed with water and 0.5 N HC1. The organic layer was dried over Na2S04 and evaporated to give the crude product was directly used in next step.

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 75853-18-8, 2,3-Difluorobenzyl alcohol.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 24034-73-9, 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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below.

This reaction isanalogous to a published procedure,1 with somemodifications as described below. To a stirred solution of geranylgeraniol2 (8, 651 mg, 2.24mmol) and VO(C5H7O2)2 (6 mg, 0.02 mmol) in 1,2-dichloroethane (3 mL), tert-butylhydroperoxide (70 wt% in H2O, 0.35 mL, 2.45 mmol) was added dropwise. The reaction washeated at reflux for 1.5 hours and then allowed to cool to room temperature. After Na2SO4 wasadded to the reaction mixture, it was filtered, the solid was rinsed with EtOAc, and the filtratewas concentrated in vacuo. Purification by flash chromatography (8% EtOAc in hexanes)afforded epoxide 9 (387 mg, 56%) as a clear oil. The 1H NMR and 13C NMR data wereconsistent with literature data.3 The resonance at 16.0 ppm should be labeled as 2C in theliterature report.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Wills, Veronica S.; Zhou, Xiang; Allen, Cheryl; Holstein, Sarah A.; Wiemer, David F.; Tetrahedron Letters; vol. 57; 12; (2016); p. 1335 – 1337;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 86770-74-3, 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.86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, molecular weight is 193.2408, as common compound, the synthetic route is as follows.

Part A Preparation of 11-Benzyloxycarbonylamino-3,6,9-trioxaundecanol A solution of 11-amino-3,6,9-trioxaundecanol (6.56 g, 0.034 mol) and TEA (5.2 mL, 0.037 mol) in DCM (200 mL) was treated with benzyl chloroformate (5.1 mL, 0.036 mol) in one portion. After 18 h the solution was concentrated to a viscous oil and triturated with ether (3 x 100 mL). The combined triturants were concentrated to give an amber oil (9.4 g). Flash chromatoraphy on silica gel (6% MeOH/EtOAc) gave the title compound as a colorless viscous oil (7.0 g, 63%). 1H NMR (CDCl3): 7.36-7.25 (m, 5H), 6.04 (bs, 1H), 5.08 (s, 2H), 3.72-3.48 (m, 14H), 3.41-3.31 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 86770-74-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP1293214; (2003); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 180205-28-1, 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. 180205-28-1, name is 1-(Aminomethyl)cyclobutanol. A new synthetic method of this compound is introduced below.

3-Oxo-2-(pyridin-3-yl)-6-[4-(trifluoromethyl)phenyl]-2 ,3-di hydropyridazi ne-4-carboxylic acid(100 mg, 0.28 mmol) was dissolved in anhydrous DMF (2.0 mL). 1-(Aminomethyl)cyclobutanol(59.0 mg, 0.55 mmol), N-ethyl-N-isopropylpropan-2-amine (217 pL, 1.25 mmol), and propanephosphonic acid anhydride (T3P, 243 pL, 50% in DMF, 416 pmol) were successively added. Itwas stirred for 3 h at rt. The reaction mixture was concentrated under vacuum and purified by RP-HPLC (column: X-Bridge 018 5pm lOOx3Omm, mobile phase: (water + 0.2 vol% aqueous ammonia (32%)) acetonitrile, gradient) yielding 81 mg (66%) of the title compound.1H-NMR (400MHz, DMSO-d6): 6 [ppm] = 1.44-1.57 (m, 1H), 1.59-1.68 (m, 1H), 1.92 -2.00 (m, 4H), 3.49 (d, 2H), 5.41 (s, 1H), 7.64 (ddd, 1H), 7.89 (d, 2H), 8.16-8.24 (m, 3H), 8.70 (dd, 1H), 8.76 (s, 1H), 8.92 (d, 1H), 9.49 (t, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,180205-28-1, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 2077-19-2, 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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

[0168] A mixture of 2-( 4-bromophenyl)propan-2-ol (2.80g, 13.0 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane)(3.30 g, 13.0 mmol),AcOK (2.60 g, 26.0mmol)and Pd(dppf)Cl2 (476 mg, 0.65 mmol) in dioxane (60 mL)was stirred at 80 C. for2 hrs underN2 .After HPLC and TLC(PE:Et0Ac=3: 1) showed the reaction was complete, the mixturewas concentrated and purified by MPLC to give the titlecompound (2.00 g, yield: 58.8%) as a white solid.

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Hodous, Brian L.; (150 pag.)US2016/31892; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 2240-88-2, 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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, 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.

Reference Example 74; methyl 4-(3,3,3-trifluoropropoxy)benzoate; [Show Image] 4-Methyl hydroxybenzoate (1.27 g), 3,3,3-trifluoro-1-propanol (1.14 g) and triphenylphosphine (2.63 g) were dissolved in tetrahydrofuran (35 mL), and the solution was cooled to 5°C. A solution of diisopropyl azodicarboxylate (2.25 g) in THF (5 mL) was added dropwise thereto over 10 min, and the mixture was stirred for 17 hr. The reaction mixture was allowed to warm to room temperature, and concentrated. The residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=19:1–>3:1 (volume ratio)] to give the title compound (668 mg, yield 32percent) as a white solid. 1H NMR (300 MHz, CDCl3) delta: 2.65 (2 H, qt, J=10.5, 6.6 Hz), 3.89 (3 H, s), 4.25 (2 H, t, J=6.6 Hz), 6.92 (2 H, d, J=8.9 Hz), 8.00 (2 H, d, J=9.0 Hz).

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2261213; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 3597-91-9, 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 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

Carbon tetrabromide (8.99 g) and triphenylphosphine (7.11 g) were added to a stirred solution of biphenyl-4-yl-methanol (5.00 g) in dichloromethane (100 ml) at room temperature and stirrred the reaction mixture for approximately 2 hours at the same temperature. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by column chromatography using 5% diethylether in hexane as eluant to furnish the title compound (6.37 g) .

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 3597-91-9, [1,1′-Biphenyl]-4-ylmethanol.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/90235; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts