Tag: M.W=100-200

Application of 15852-73-0, 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 15852-73-0, name is (3-Bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(d) 3-(3-HydroxymethyIphenyl)-5-/i’o-butyl-Lambdar-fer?’-butylthiophene-2-sulfonamide; A mixture of m-bromobenzyl alcohol (1.05 g, 5.80 mmol), 5-iso-butyl-2-(iV-tert- butylaminosulfonyl)thiophene-3-boronic acid (2.41 g, 7.55 mmol; see step (c))5 Pd(PPh3)4 (270 mg5 0.235 mmol), NaOH (19.1 mL, 1.5 M aq5 28.6 mmol), EtOH (5.0 mL) and toluene (30 mL) was stirred under N2 at 900C for about 4 h. After cooling, water (10 mL) was added to the reaction mixture and this was then extracted with ethyl acetate. The combined organic phase was dried and concentrated in vacuo. The crude product was purified on column EPO chromatography (EtOAc/hexane, 30:70) to give sub-title compound as a colourless syrup in 57percent yield (1.26 g, 3.31 mmol).1H NMR delta (CDCl3): 0.96 (d, J = 6.6 Hz, 6H), 0.98 (s, 9H), 1.82-2.00 (m, IH), 2.66 (d, J= 7.1 Hz, 2H)5 3.28 (br s, IH), 4.67 (s, 2H), 4.81 (br s, IH), 6.76 (s, IH), 7.30-7.50 (m, 3H)5 7.64 (s, IH).13C NMR delta (CDCl3): 22.1, 29.4, 30.4, 39.1, 54.4, 64.6, 127.1, 127.8, 128.5, 129.0, 134.9, 136.2, 141.2, 143.2, 148.2. MS (ESI) m/z: 382(M+1)+.IRv (neat, cm”1): 3498, 3286, 2958, 2870, 1465, 1313. Anal. Calcd. for C19H27NO3S2: C, 59.81; H, 7.13; N, 3.67. Found: C, 60.05; H, 7.31; N, 3.90.

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VICORE PHARMA AB; WO2006/109048; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

General procedure: The PBr3 (1.5 equiv) was added to a solution of alkyl alcohol (1.0equiv) in anhydrous tetrahydrofuran (5.0 mL) at 0 C and then theice bath was removed and the reaction mixture was further stirredat room temperature for 5 h. Water (30.0 mL) was added and thenextracted with EtOAc, the combined organic extracts were driedwith Na2SO4, and the solvent was evaporated in vacuo to get titlecompound, suitable for the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 100-86-7, 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 100-86-7 as follows.

General procedure: To cooled (0 C) 95% sulfuric acid (10 ml) and undermagnetic stirring, was added dropwise a benzonitrile (1.25eq). Then (500 mg, 3.33mmol) of tertiary alcohol1,1-dimethyl-2-phenylethanol (1, commercial product) in cyclohexane (10 ml) was added to the solution. Afterreturn to room temperature, the resulting mixture was stirred under reflux for 2.5 hours. Then, the solution iscooled at room temperature and versed on ice-cold water under magnetic stirring. The solution is alkalizedwith ammonia. The organic layer was extracted with dichloromethane (100 ml), washed with a saturatedaqueous NaCl solution, dried over sodium sulfate and filtered. The solvent was removed in vacuo and thecrude material was then purified by chromatography (silicia gel) to afford the imine as pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-86-7, its application will become more common.

Reference:
Article; Selmi, Awatef; Aydi, Rihab; Mosset, Paul; Gree, Rene; Kammoun, Majed; Arkivoc; vol. 2019; 5; (2019); p. 108 – 120;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 144-19-4, 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.144-19-4, name is 2,2,4-Trimethyl-1,3-pentanediol, molecular formula is C8H18O2, molecular weight is 146.2273, as common compound, the synthetic route is as follows.

EXAMPLE 1 Preparation of 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol: To a 1L flask equipped with a reflux condenser and a thermometer, was added 292.5 g (2.0 mol) of 2,2,4-trimethylpentan-1,3-diol, 352.0 g (4.4 mol) of 50% aqueous NaOH, and 6.45 g (20 mmol) of tetrabutyl ammonium bromide.This mixture was heated in an oil bath and when the reaction mixture reached 50 C., 199.2 g (2.2 mol) of methallyl chloride was added drop-wise over 50 minutes.During the addition, the oil bath temperature was gradually raised to 100 C. and the reaction was continued for an additional 3 hours at 100 C. The reaction mixture was cooled, quenched with 400 ml of water, and extracted twice with 100 ml of toluene.The combined organic layers were washed with 50 ml of saturated ammonium chloride and 50 ml of saturated sodium chloride and evaporated to give 408 g of crude 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol.After reduced pressure distillation (71-80 C., 3 MmHg), 377.1 g (yield 94.1%) of 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol was obtained. 1H-NMR (500 MHz, CDCl3, delta) ppm: 0.93 (d, J=6.8 Hz, 3H), 0.95 (s, 3H), 0.96 (s, 3H), 1.02 (d, J=6.9 Hz, 3H), 1.74 (s, 3H), 1.85-1.94 (m, 1H), 3.13 (d, J=3.8 Hz, 1H), 3.19 (d, J=8.7 Hz, 1H), 3.38-3.43 (m, 2H), 3.85 (s, 2H), 4.88 (s, 1H), 4.91 (s, 1H). IR (film) cm-1: 3501, 3077, 2961, 2873, 1657, 1472, 1455, 1414, 1369, 1259, 1171, 1093, 1032, 992, 899. [0042] MS (m/e): 200 (M+), 183, 167, 157, 145, 128, 110, 95, 85, 83, 73, 55, 43, 29.

Statistics shows that 144-19-4 is playing an increasingly important role. we look forward to future research findings about 2,2,4-Trimethyl-1,3-pentanediol.

Reference:
Patent; Takasago International Corporation; US2004/14633; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol, molecular formula is C3H6F3NO, 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. Computed Properties of C3H6F3NO

EXAMPLE 20 17-(5-fluoropyridin-3-yl)-N-[(RS)-3,3,3-trifluoro-2-hydroxypropyl]oestra-1,3,5(10),16-tetraene-3-carboxamide Analogously to Example 8, 250 mg of 17-(5-fluoropyridin-3-yl)oestra-1,3,5(10),16-tetraene-3-carboxylic acid were reacted with 171 mg of 2-amino-1-(trifluoromethyl)ethan-1-ol to give 161 mg of the title compound. C27H28F4N2O2 UPLC analysis (Method 1) Rt=1.45 min, mass found ESI(+) 488.21. 1H NMR (300 MHz, DMSO-d6): delta [ppm]=0.99 (s, 3H), 1.35-1.80 (m, 5H), 1.85-1.97 (m, 1H), 2.05-2.21 (m, 2H), 2.25-2.43 (m, 3H), 2.81-2.95 (m, 2H), 3.18-3.26 (m, 1H), 3.49-3.62 (m, 1H), 4.07-4.22 (m, 1H), 6.40-6.30 (m, 1H), 6.45 (d, 1H), 7.33 (d, 1H), 7.52-7.62 (m, 2H), 7.64-7.73 (m, 1H), 8.43 (d, 1H), 8.47-8.51 (m, 1H), 8.55 (t, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 431-38-9.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BOTHE, Ulrich; BUSEMANN, Matthias; BARAK, Naomi; ROTGERI, Andrea; FISCHER, Oliver Martin; MARQUARDT, Tobias; (41 pag.)US2016/24142; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 5343-92-0, 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. 5343-92-0, name is 1,2-Pentanediol, molecular formula is C5H12O2, 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.

In a 1000 mL reaction flask, add 67 g of 1,2-pentanediol, 600 mL of toluene, 149 g of triethylamine, 40 g of calcium oxide, and 4.3 g of tetra-n-butylammonium hydrogen sulfate. Maintain the internal temperature at 0 to 5C, and slowly add the mixture under stirring. Sulfuryl fluoride gas 72g was reacted for 2 hours, nitrogen gas was blown for 1 hour, filtered, and the filtrate was desolvated under reduced pressure to obtain a solid crude product. Toluene 200 mL, 15-crown-5 0.05 g, 18-crown-60.05 g was heated and refluxed to dissolve. Slowly to room temperature, filtration, drying product 77g, yield 71.9%.

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 5343-92-0, 1,2-Pentanediol.

Reference:
Patent; Shanghai Kangpeng Technology Co., Ltd.; Quzhou Kangpeng Chemical Co., Ltd.; Li Xiaoliang; He Li; Tian Zhong; Xiao Hang; (11 pag.)CN107629032; (2018); A;,
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.14631-46-0, name is 5,6,7,8-Tetrahydroquinolin-8-ol, molecular formula is C9H11NO, molecular weight is 149.1897, as common compound, the synthetic route is as follows.Computed Properties of C9H11NO

Preparation of 6,7-Dihydro-5H-quinolin-8-one: To a stirred solution of 8-hydroxy-5,6,7,8-tetrahydroquinoline (13.96 g, 93.6 mmol) in dry CH2Cl2 (400 mL) was added activated manganese dioxide (85% purity, 82.22 g, 804 mmol). The resulting heterogeneous mixture was stirred 18 h, at which point the black slurry was filtered through a cake of celite and washed with CH2Cl2 (3*50 mL). The combined washings were concentrated to afford 11.27 g (82%) of the title compound as a pale yellow solid, which was used in subsequent reactions without further purification. 1H NMR (CDCl3) delta 2.17-2.25 (m, 2H), 2.82 (t, 2H, J=7 Hz), 3.04 (t, 2H, J=6 Hz), 7.37 (dd, 1H, J=9, 6 Hz), 7.66 (dd, 11H, J=9, 1 Hz), 8.71 (dd, 11H, J=6, 1 Hz); 13C NMR (CDCl3) delta 22.2, 28.6, 39.2, 126.6, 137.3, 140.5, 147.6, 148.6, 196.5. ES-MS m/z 148 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14631-46-0, 5,6,7,8-Tetrahydroquinolin-8-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 623-04-1, 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 623-04-1 as follows.

To a solution of 4-aminobenzylalcohol (300 mg, 2.44 mmol) in 5 mL of 10% HCl aqueous solution wasadded NaNO2 (201 mg, 2.92 mmol) in 3 mL aqueous solution at 0 C andstirred for 30 min. Then NaN3 (190 mg, 2.92 mmol) in 3 mL aqueoussolution was added at 0 C and stirred for another hour. The reaction mixturewas warmed to 25 C, diluted with ethyl acetate, washed with water and brine,dried over Na2SO4, concentrated in vacuo and subjected tosilica gel chromatography. A yellow oil 3(315 mg, 86% yield) was obtained by silica gel column chromatography using Petroleum ether/EtOAc (5:1, v:v) as eluent. 1HNMR (500 MHz, CDCl3)delta 7.23 (d, J= 8 Hz, 2H), 6.93 (d, J = 8.5 Hz,2H), 4.51 (s, 2H), 2.04 (s, br, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Article; Chen, Tao; Zheng, Yi; Xu, Zhaochao; Zhao, Miao; Xu, Yongnan; Cui, Jingnan; Tetrahedron Letters; vol. 54; 23; (2013); p. 2980 – 2982;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. A new synthetic method of this compound is introduced below., Computed Properties of C3H5F3O

To 3,3,3-trifluoropropan-1-ol (19.9 mmol) in DMSO was added NaH (19.9 mmol). The mixture was allowed to stir at room temp under inert atmosphere for 1 h. Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (3.0 g, 13.3 mmol) was added and the reaction was warmed to 100 °C until coupling was complete. After purification ethyl 6-(3,3,3-trifluoropropoxy)imidazo[1,2-b]pyridazine-3-carboxylate was obtained (1.2 g, 45percent). MS (ESI) calcd for C12H12F3N3O3: 303.08

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, 2240-88-2, 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 346-06-5, Adding some certain compound to certain chemical reactions, such as: 346-06-5, name is (2-(Trifluoromethyl)phenyl)methanol,molecular formula is C8H7F3O, 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 346-06-5.

EXAMPLE 1052-(trifluoromethyl)benzyl 7-bromo-3-oxo-2,3-dihydrospiro[indene-l ,4′-piperidine]-r- carboxylate To o-(trifluoromethyl)benzyl alcohol (35 mg, 0.20 mmol) in CH2Cl2 (4 mL) was added was a solution of carbonyl diimidazole (29 mg, 0.18 mmol) in CH2Cl2 (4 mL). The mixture was stirred at rt for 2 h. A 1-mL aliquot of the resulting solution (0.05 mmol) was added to a solution 7-bromospiro[indene-l,4′-piperidin]-3(2H)-one (14.5 mg, 0.05 mmol) in CH2Cl2 ( ImL). The mixture was stirred at rt for 16 h, concentrated, redissolved in MeCN (1 mL) and heated at 60 °C for 2 h. Prep HPLC afforded the title compound. LC-MS Method 1 tR = 2.06, min, m/z = 484, 482.

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. 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2009/108332; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts