Month: July 2021

Synthetic Route of 5208-93-5, 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 5208-93-5 as follows.

Analogously to example 11, vinylionol in DMF or NMP was reacted firstly with tBuOOH. The resulting reaction was then further reacted in accordance with the details in table 2 with a base to give the end product of the formula I (R?H). The yields are given in table 2:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5208-93-5, its application will become more common.

Reference:
Patent; BASF SE; Ernst, Hansgeorg; Puhl, Michael; Benson, Stefan; Siegel, Wolfgang; US2013/116473; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 15258-73-8 ,Some common heterocyclic compound, 15258-73-8, molecular formula is C7H6Cl2O, 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.

Compound 3-e (320 mg, 1.818 mmol) was obtained in an ice bath.Diisopropyl azodicarboxylate (400 mg, 2.00 mmol) was slowly added dropwise to a solution of 2-nitrophenol (250 mg, 1.818 mmol), triphenylphosphine (520 mg, 2.00 mmol) in tetrahydrofuran (5 mL). After stirring overnight at room temperature, the solvent was distilled off under reduced pressure, and the residue was purified by Prep-TLC (petroleum ether/ethyl acetate = 1:1) to give compound 3-d (0.30 g, 55%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15258-73-8, its application will become more common.

Reference:
Patent; SHANGHAI KAIHUI TECHNOLOGY DEVELOPMENT CO;LTD; XU, ZUSHENG; Kaihui Science And Technology Development (Shanghai) Co., Ltd.; Xu Zusheng; (100 pag.)CN103304571; (2018); B;,
Alcohol – Wikipedia,
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Application of 5333-42-6, 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. 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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.

Example 6 Preparation of 2-octyldodecyl pentanoate To a 3-neck 1000 ml round-bottomed flask was added 2-octyl-1-dodecanol (140.0 g, 468.92 mmol, 1.0 equiv.), n-pentanoic acid (71.838 g, 703.40 mmol, 1.50 equiv.), toluene (175 ml) and p-toluenesulfonic acid monohydrate (0.8920 g, 4.689 mmol, 0.010 equiv.) at room temperature. The resulting mixture was heated at reflux with stirring in an oil bath at 134 C. under a nitrogen atmosphere for 12 hours. The water produced in the reaction was collected in a Dean-Stark trap. The cooled mixture was diluted with hexanes, washed with dilute aqueous 10% Na2CO3 solution, water, brine, dried (MgSO4), filtered, and concentrated in vacuo to afford a crude product. Excess solvent was further removed by heating the crude product with stirring in an oil bath under high vacuum for 3 hours to afford a light yellow liquid (178.0 g, 99%).

According to the analysis of related databases, 5333-42-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ExxonMobil Research and Engineering Company; Ng, Man Kit; Oumar-Mahamat, Halou; Cheng, Hong; Blain, David A.; Cooper, Kathleen K.; Carey, James T.; Douglass, Michael R.; Kanga, Percy R.; Patil, Abhimanyu O.; Bodige, Satish; Lewis, Kyle G.; Hagemeister, Mark P.; (40 pag.)US2017/183595; (2017); A1;,
Alcohol – Wikipedia,
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Related Products of 3637-61-4, 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.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.

cyclopentane methanol (119a) (500 mg) was dissolved in pyridine (5 mL), under ice cooling, added TsCl (1.43 g), and the reaction was stirred at room temperature for 36 hours. After concentrating the solvent under reduced pressure, the residue ethyl acetate(50 mL) was added to the organic layer saturated aqueous sodium hydrogen carbonate solution (50 mL), washed with saturated brine (50 mL), and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reducedpressure, the residue was purified by silica gel flash column chromatography (developing solvent nhexane:ethyl acetate =50: 1) to obtain a colorless cyclopentylmethyl tosylate (120a) (864 mg, 68% yield) to give an oil.

Statistics shows that 3637-61-4 is playing an increasingly important role. we look forward to future research findings about Cyclopentanemethanol.

Reference:
Patent; Nagoya City University; Miyata, Naoki; Suzuki, Takayoshi; Ota, Yosuke; Ueda, Ryuzo; Ida, Shinsuke; Rie, Masaki; (47 pag.)JP5725475; (2015); B2;,
Alcohol – Wikipedia,
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Related Products of 675580-49-1, 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 675580-49-1, name is (6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol 72 (1 mmol) and the alkyl iodide (1.1 mmol) were dissolved in dry DMF (2 mL) and sodium hydride (60% disp, 1.1 mmol) added. After 2 h the mixture was poured into water and extracted (2×) with ethyl acetate. The combined organic layers were washed with 5% lithium chloride solution (5×), dried, concentrated and the residue purified by column chromatography (12 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 25 mL/min) to provide the desired product 8.8a 6-Chloro-3-(methoxymethyl)imidazo[1,2-b]pyridazine was obtained as a yellow oil (100 mg, 51%); Rf=0.90 (CH2Cl2/MeOH/NH4OH, 160:18:2); 1H NMR (500 MHz, CD3OD) delta 8.05 (d, J=9.5 Hz, 1H), 7.81 (s, 1H), 7.34 (d, J=9.5 Hz, 1H), 4.85 (s, 2H), 3.41 (s, 3H).8b 6-Chloro-3-(ethoxymethyl)imidazo[1,2-b]pyridazine was obtained as a yellow oil (111 mg, 53%); Rf=0.90 (CH2Cl2/MeOH/NH4OH, 160:18:2); 1H NMR (500 MHz, CD3OD) delta 8.01 (d, J=9.5 Hz, 1H), 7.80 (s, 1H), 7.34 (d, J=9.5 Hz, 1H), 4.87 (s, 2H), 3.63 (quart, J=7.0 Hz, 2H), 1.21 (t, J=7.0 Hz, 3H).

According to the analysis of related databases, 675580-49-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALCON MANUFACTURING, LTD.; US2008/153813; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-(trifluoromethyl)benzyl alcohol

Step 1 : Suzuki Coupling Reaction of Boronic Acid 5 and Aryl Chloride 13 to yield 6: A 3 M K2CO3 solution is prepared by adding 4.71 kg of solid K2CO3 to 10.3 L water. Cooling is applied to keep the solution at 20-25 0C. THF (12 L), aryl chloride 13 (2.69 kg), and boronic acid 5 (2.74kg) are added to the K2CO3 followed by a 1 L THF rinse. HPLC analysis is used to confirm the 1.00/1.00 ratio of 5/13. The solution is degassed by sparging with nitrogen gas for 70 min. The catalyst, 1,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (42g) is added as a solid and is followed by a degassed THF rinse (1.5 L). The organic layer turns dark brown immediately. The biphasic mixture is aged at 36-40C with vigorous stirring. After HPLC reveals complete conversion (15-18 h), the mixture is cooled to rt and the aqueous layer is removed. To the organic layer is added heptane (25.6L) and water (25.6 L) and the layers are cut. The organic layer is washed with water (19L). The organic layer is treated with 680 g Darco KB-B at rt for 60 min and filtered through solka-floc with a 10%THF/Heptane rinse (-15 L). The solvent is switched to heptane (-35 L) at -45-50 0C until <0.5v% of THF is left. More heptane is added to bring the total volume to -45-50 L. The solution is seeded with crystals obtained from earlier runs if no seed bed forms. The slurry is slowly cooled to rt and then to -15 0C. After aging at -15 0C for 1-2 h, after LC of the supernatant shows that there will be ~2g/l loss of the product in the supernatant, the slurry is filtered and the product is washed with cold heptane (-25 L), providing compound 6. At the same time, in my other blogs, there are other synthetic methods of this type of compound,64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, and friends who are interested can also refer to it. Reference:
Patent; MERCK & CO., INC.; WO2007/5572; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 16700-55-3, name is (2,6-Dimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (2,6-Dimethoxyphenyl)methanol

To 15 ml of dichloromethane were added 1.1 g of 3-[bis(4-fluorophenyl)methyl]-4-piperidinone hydrochloride, 1.7 ml of isopropyl ethylamine and 0.6 g of 2, 6-dimethoxybenzyl alcohol and the mixture was stirred at room temperature.. Then, 0.8 ml of EPPA was added thereto and the mixture was allowed to stand at room temperature for 4 days.. The solvent was distilled off under reduced pressure, and the residue was purified by subjecting it to silica gel column chromatography (40 g, ethyl acetate: hexane = 1: 1) to obtain 0.88 g of the title compound (yield: 60%). mp 125-126C. IR (KBr).. 1705, 1595, 1505, 1470, 1250, 1215, 1110, 830, 555, 525 cm-1.

With the rapid development of chemical substances, we look forward to future research findings about 16700-55-3.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460062; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 50411-26-2, 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 50411-26-2, name is 1-Amino-3-phenylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 26 1-[2-(Isochroman-1-yl)-1-methylethylamino]-3-phenyl-2-propanol (Compound 26) Compound 26 was obtained as an oily in the same manner as in Example 1, using (isochroman-1-yl)acetone and 1-amino-3-phenyl-2-propanol [J. Org. Chem., 46, 4051 (1981)]. FAB-MS (m/e): 326(M+ +1) IR (neat) cm-1: 3310 NMR (CDCl3) delta: 0.94 and 1.00(3H, d, J=6.0 Hz), 1.69-2.09(2H, m), 2.39-3.15(9H, m), 3.58-4.40(3H, m), 4.59-5.17(1H, m), 6.99(4H, s), 7.12(5H, s)

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 50411-26-2, 1-Amino-3-phenylpropan-2-ol.

Reference:
Patent; Kyowa Hakko Kogyo Co., Ltd.; US5128369; (1992); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 108-82-7, 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. 108-82-7, name is 2,6-Dimethylheptan-4-ol. A new synthetic method of this compound is introduced below.

Then, using 1-methyl-AZADO synthesized, the activities thereof as an oxidation catalyst were estimated in the same manner using various secondary alcohols specified in Tables 2 and 3. As for the reaction conditions, the catalyst amount was 0.01 eq. in CH2Cl2, and KBr (0.1 eq.), n-Bu4NBr (0.05 eq.) and NaOCl (1.4 eq.) were further added, and the reaction was carried out under ice cooling. The reaction time was 20 minutes. After completion of the reaction, the percent yield of each product was determined. The percent yield was calculated by the formula: (actual yield, i.e., the amount of product)/(theoretical yield, i.e., calculated from the amount of consumed starting material) x 100 (%). For comparative examples, runs were carried out under the same reaction conditions using TEMPO, and each comparative yield was calculated. The results thus obtained are shown in Tables 2 and 3. Table 2 [Show Image] Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-1[Show Image] 84 83 2-2[Show Image] 91 5 2-3[Show Image] 99 16 2-4[Show Image] 93 15 2-5[Show Image] 100 8 2-6[Show Image] 100 12Table 3 Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-7[Show Image] 99 84 2-8[Show Image] 92 68 2-9[Show Image] 89 0 2-10[Show Image] 88 0 2-11[Show Image] 91 5 In the case of secondary alcohols having a relatively simple steric configuration (e.g. Test No. 2-1 and No. 2-7), the use of 1-methyl-AZADO of the invention as an oxidation catalyst and the use of TEMPO for comparison both gave target products in high yields. On the other hand, in the case of secondary alcohols having a sterically bulky, complicated structure, it was found that the use of 1-methyl-AZADO of the invention resulted in rapid oxidation, giving target products in high yields, whereas the use of TEMPO for comparison gave target products only in low yields. In view of such results, it is evident that 1-methyl-AZADO is a catalyst useful as an oxidation catalyst not only for primary alcohols but also secondary alcohols.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108-82-7, 2,6-Dimethylheptan-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; TOHOKU UNIVERSITY; EP1775296; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of (5-Amino-1,3-phenylene)dimethanol

[0163] Step 5: Compound 84 (5.6 g, 18.52 mmol) was dissolved in anhydrous (0292) dichloromethane (118 mL) and anhydrous methanol (58.8 mL). (5-amino-l,3- phenylene)dimethanol (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) were added and the reaction was stirred at room temperature, overnight. The solvent was stripped and ethyl acetate was added. The resulting slurry was filtered, washed with ethyl acetate and dried under vacuum/N2 to give compound 85 (2.79 g, 36% yield). 1H MR (400 MHz, OMSO-d6): delta 9.82 (s, 1H), 8.05, (d, 1H, J= 9.2 Hz), 8.01 (d, 1H, J= 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1H), 5.21-5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1H), 4.33-4.24 (m, 1H), 3.58 (s, 3H), 2.33-2.26 (m, 2H), 2.16-2.09 (m, 2H), 1.54-1.46 (m, 4H), 1.30 (d, 3H, J= 7.2 Hz), 1.22 (d, 3H, J= 4.4 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, 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; BARTLETT, Elizabeth; (91 pag.)WO2017/91745; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts