Category: alcohols-buliding-blocks

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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol). A new synthetic method of this compound is introduced below., Quality Control of 2,2′-Oxybis(ethan-1-ol)

General procedure: Dioxane (15 mL), alkyl halide (25 mmol), and tetrabutylammonium bromide (0.4 g, 1.2 mmol) were added to a solution of KOH (1.6 g, 27.5 mmol) in glycol (75-125 mmol). After stirring at 100-105 C for 5-10 h, the reaction mixture was diluted with CHCl3 (15 mL) and water (10 mL). The organic layer was separated, washed with water (3×20 mL), dried with Na2SO4, and evaporated in vacuo, and the residue was distilled using Vigreux column. For each particular case, the ratio of the starting reagents, yields, physicochemical parameters, and 1H NMR spectral data for monoalkyl ethers 8a-e are givenin Table 6.

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, 111-46-6, 2,2′-Oxybis(ethan-1-ol).

Reference:
Article; Kharlamov; Artyushin; Bondarenko; Russian Chemical Bulletin; vol. 63; 11; (2014); p. 2445 – 2454; Izv. Akad. Nauk, Ser. Khim.; 11; (2014); p. 2445 – 2454;,
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Synthetic Route of 19819-98-8 , The common heterocyclic compound, 19819-98-8, name is 2-(o-Tolyl)ethanol, molecular formula is C9H12O, 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-Methylphenethyl sulfamate A mixture of 2.65 g (0.019 mole) of 2-methylphenethyl alcohol in 10 ml DMF was added dropwise to a suspension of sodium hydride (1.1 g, 60% in oil; 0.08 mole) in 35 ml DMF at 0-5 C. The suspension was stirred for 20 min under argon after which sulfamoyl chloride (2.86 g, 0.02 mole) was added portion wise at 0-5 C. After stirring for 20 min the resultant suspension was poured into ice and extracted twice with Et2 O. The combined organic phases were washed with saturated brine, dried over potassium carbonate and concentrated in vacuo to a syrup which was purified by preparative HPLC with hexane/EtOAc (1:1, v/v) as the eluant to give 1.76 g (43%) of the title compound as a solid, mp 50-52 C. Elemental Analysis: Calculated for C9 H13 NO3 S: C, 50.22; H, 6.09; N, 6.51. Found: C, 50.40; H, 6.14; N, 6.43.

The synthetic route of 19819-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; McNeilab, Inc.; US4792569; (1988); A;,
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Adding a certain compound to certain chemical reactions, such as: 329218-12-4, 3-Bromo-4-chlorobenzyl Alcohol, 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, 329218-12-4, blongs to alcohols-buliding-blocks compound. SDS of cas: 329218-12-4

Step 2:260 g (crude product of several batches, about 1.05 mol) of (3-bromo-4-chlorophenyl)methanol were dissolved in 2.86 litres of dichloromethane, the mixture was cooled to -5 C. and 127.1 g (44.6 ml, 459.6 mmol) of phosphorus tribromide were added slowly. After the addition had ended, the mixture was stirred at -5 C. for another 1 h and then diluted with dichloromethane and water. The organic phase was separated off, dried over magnesium sulphate and concentrated under reduced pressure. This gave, as a crude product, 280.5 g (about 84% of theory) of 2-bromo-4-(bromomethyl)-1-chlorobenzene.GC-MS (Method 1): Rt=5.36 min; m/z=281/283/285 (M+H)+.1H-NMR (400 MHz, DMSO-d6): delta [ppm]=4.71 (s, 2H), 7.49 (dd, 1H), 7.63 (d, 1H), 7.89 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,329218-12-4, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; US2012/172448; (2012); 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. 1875-88-3, name is 2-(4-Chlorophenyl)ethanol, molecular formula is C8H9ClO, 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. COA of Formula: C8H9ClO

Add 2-thiophene methanol (1 mmol) and toluene (2 mL) to a 10 mL reaction tube.The catalyst CoxMnyO4 (x/y=8) was added, and the reaction mixture was reacted at 60 C for 6 h.After the completion of the reaction, the target product is isolated by column chromatography to obtain the target product V.The yield was 99.9%.

With the rapid development of chemical substances, we look forward to future research findings about 1875-88-3.

Reference:
Patent; Anhui University of Technology; Ke Qingping; Li Dandan; Cui Ping; Xie Ruilun; Liu Xiangchun; Zhao Zhigang; Ling Qiang; (7 pag.)CN108147936; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 15484-46-5, Methyl 2-(hydroxymethyl)acrylate, 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, Recommanded Product: 15484-46-5, blongs to alcohols-buliding-blocks compound. Recommanded Product: 15484-46-5

Trifluoromethanesulfonic anhydride (25.0 g) and dichloromethane (80.0 ml) were put into a reaction vessel and cooled to 0 C. Compound (T-8) (10.3 g) and a dichloromethane (160 ml) solution containing trimethylamine (8.97 g) were slowly added dropwise thereto. The obtained solution was poured into 1,6-hexanediol (314 g) and the mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into water, and an aqueous layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with anhydrous magnesium sulfate. This solution was concentrated under a reduced pressure, and the residue was purified through silica gel chromatography (volume ratio, heptane:ethyl acetate=3:2), and thereby Compound (T-9) (11.3 g; 59%) was obtained.

The synthetic route of 15484-46-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; JNC PETROCHEMICAL CORPORATION; TANAKA, Hiroyuki; (95 pag.)US2019/390115; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 768-95-6, Adamantan-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, 768-95-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 768-95-6

PEDOT (200 mg) was added to a round-bottomed flask containing acetonitrile(25 mL) and the alcohol (1.00 mmol). The reaction was stirred at reflux until thealcohol was consumed (monitored by GCMS), filtered, and concentrated in vacuoto give the crude reaction products, which were purified by flash chromatographywhen warranted.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,768-95-6, its application will become more common.

Reference:
Article; D-Angelo, John G.; Cody, Jeremy A.; Larrabee, Christian; Ostrander, Danica J.; Rugg, Kyle W.; Mamangun, Donna; Synthetic Communications; vol. 43; 23; (2013); p. 3224 – 3232;,
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Related Products of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, 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.

3-Aminoadamantanol (3 g,18 mmol), 2-butanone (21 mL),potassium carbonate (10 g, 72.5 mmol) and potassium iodide(0.25 g, 1.5 mmol) were added to a 150 mL three-neck roundbottom flask which was equipped with a condenser pipe, athermometer and a constant pressure funnel. The mixture washeated to 40 C under stirring and then the compound 4 (3 g,16.5 mmol) dissolved in 22 mL THF was added dropwise for 1.5 h. After dropped over, the reaction mixture was stirred at 40 C for 1 h and then heated up to reflux for 0.5 h. The reactionwas monitored by TLC (5 % CH3OH-CH2Cl2). After completing the reaction, the hot mixture was filtered and the filtercake was washed with hot 2-butanone (3 × 20 mL). The collected filtrate was concentrated under vacuum and stirred underslowly cooling. After the mixture became viscous, it was stirredin the ice-bath. The resulting white crystalline solid was filteredand washed with ethyl acetate (3 × 20 mL) and then dried at45 C under vacuum to afford the target compound of vildagliptin (4.1 g, 82 %). HPLC purity 99.17 %, m.p. 148-150 C, IR(KBr, nu max , cm -1 ): 3293, 2915, 2848, 2241, 1656, 1405; 1 H NMR (400 MHz, DMSO-d6) 1.41-1.49 (m, 14H, CH 2 ), 1.97-2.02(m, 2H, OH, NH), 3.44-3.63 (m, 2H, COCH 2 ), 4.70-4.73 (t,1H, CHCN), 2.10-2.14 (m, 4H, CH 2 ), 3.26-3.32 (t, 2H, NCH 2 );13 C NMR (75 MHz, DMSO-d 6 ) delta 22.07, 34.22, 38.79, 39,39.21, 39.43, 39.64, 39.85, 40.06, 44.62, 47.09, 47.09, 47.16,52.72, 68.39, 120.03, 171.32; MS m/z 304.2 [M + 1], 305.2[M + 2] 13 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Article; Deng, Yu; Wang, Anmin; Tao, Zhu; Chen, Yingjie; Pan, Xinmei; Hu, Xiangnan; Asian Journal of Chemistry; vol. 26; 18; (2014); p. 6275 – 6278;,
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Electric Literature of 35106-82-2, 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.35106-82-2, name is (2-Vinylphenyl)methanol, molecular formula is C9H10O, molecular weight is 134.1751, as common compound, the synthetic route is as follows.

Step 1: 2-vinylbenzyl acetate To a solution of (2-vinylphenyl)methanol (3.0 g, 22.4 mmol) and triethylamine (4.5 g, 44.7 mmol) in DCM (20 mL) was added acetic anhydride (Ac2O) (4.6 g, 44.7 mmol) and catalytic amount of 4-dimethylaminopyridine (DMAP) (50 mg). The resulted mixture was stirred at room temperature for overnight, and then diluted with DCM (30 mL). The organic layer was washed with H2O and brine successively, dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel to afford 2-vinylbenzyl acetate (3.9 g, yield: 96percent) as light yellow oil.

Statistics shows that 35106-82-2 is playing an increasingly important role. we look forward to future research findings about (2-Vinylphenyl)methanol.

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO. LTD.; GAO, Daxin; YANG, Heping; WANG, Pei; (84 pag.)US2017/37038; (2017); A1;,
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Synthetic Route of 6971-51-3 ,Some common heterocyclic compound, 6971-51-3, 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.

3-methoxybenzyl alcohol (248 mu, 2.0 mmol) and triethylamine (335 mu, 2.4 mmol) were dissolved in anh. DCM (7 mL). Thionyl chloride (218 mu, 3.0 mmol) was added slowly. The reaction mixture was stirred at RT. for 1 h. The reaction mixture was washed with an aqueous solution of HCI 1 N. The organic phase was dried over MgS04. The solvent was removed under reduced pressure to give the desired 2-methoxybenzyl chloride (313 mg, 100 %) as a yellowish oi l . 4-(4-chlorophenyl)-1 -(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid (example 74, 85 mg, 0.26 mmol) was dissolved in anhydrous DMF (1 mL) then cesium carbonate (169 mg, 0.52 mmol) and 3-methoxybenzyl chloride (81 mg, 0.52 mmol) were added. The reaction mixture was stirred at r.t. for 18 h. The solvent was removed under reduced pressure. The residue was dissolved in EtOAc and water. The aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine and dried over MgS04. The solvent was removed under reduced pressure. Purification of the crude by flash chromatography using a mixture of Cyclohexane/EtOAc (8/2) as eluent gave the desired (3- m e t h o x y p h e n y l ) m e t h y l 4-(4-chlorophenyl)-1 -(2-methoxyethyl)-6-methyl-2-oxo-3,4- dihydropyridine-5-carboxylate as a yellowish oil (1 1 mg, 9 %). 1 H N MR (300 MHz, CDCI3) delta 2.62 (s,3H), 2.71 (dd, J = 15.8, 2.2 Hz, 1 H), 2.92 (dd, J = 15.8, 7.5 Hz, 1 H), 3.31 (s, 3H), 3.37 (ddd, J = 10.0, 8.5, 3.6 Hz, 1 H), 3.46 (dt, J = 10.0, 4.1 Hz, 1 H), 3.70-3.79 (m, 4H), 4.13-4.23 (m, 2H), 5.04 (d, J = 12.7 Hz, 1 H), 5.1 1 (d, J = 12.7 Hz, 1 H), 6.64(s, 1 H), 6.70 (d, J = 7.5, 1 H), 6.81 (dd, J = 8.2, 2.5 Hz, 1 H), 7.10 (d, J = 8.4 Hz, 2H), 7.16-7.23 (m,3H). MS [M+H]+ 444. HRMS : calcd for C24H27N05CI, [M+H]+ 444.1578, found 444.1579.

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. 6971-51-3, (3-Methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-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, Quality Control of 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol

Example 1; 1.15 g (2.33 mmol) of a naphthol compound represented by the following formula (15) and 0.92 g (3.43 mmol) of a propargyl alcohol compound represented by the following formula (16) were dissolved in 50 ml of toluene, 0.022 g of p-toluenesulfonic acid was further added, and the obtained mixture was refluxed for 1 hour. After the reaction, the solvent was removed, the obtained product was purified by column chromatography, and crystallization was carried out with methanol (5 ml) to obtain 1.21 g of a white powder (yield rate of 70 %). The elemental analysis values of this product were 75.66 % of C, 6.44 % of H and 3.71 % of N which were almost equal to the calculated values of C47H47F3N2O3 (C: 75.78 %, H: 6.36 %, N: 3.76 %). When the proton nuclear magnetic resonance spectrum of the product was measured, it showed 31H peaks based on an alkyl group and an alkoxy group at delta of around 0.5 to 4.5 ppm and a 16H peak based on an aromatic proton at delta of around 5.0 to 9.0 ppm. Further, when the 13C-nuclear magnetic resonance spectrum was measured, it showed a peak based on the carbon of an aromatic ring at delta of around 110 to 160 ppm and peaks based on the carbons of an alkyl group and an alkoxy group at delta of around 10 to 80 ppm. It was confirmed from the above results that the isolated product was a compound represented by the following formula (17).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Tokuyama Corporation; EP2457915; (2012); A1;,
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