Month: June 2021

Reference of 39590-81-3, 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 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows.

1,1-cyclopropanedimethanol (102 g, 1 Omol) was dissolved in dichloromethane,Triethylamine (303 g, 3 Omol) was added, cooled to 0 C, thionyl chloride (238 g, 2 Omol) was added dropwise, and reacted at 0 C to room temperature for 6-8 hours.The reaction was quenched by the addition of saturated ammonium chloride solution, separated, the organic phase was concentrated to remove the solvent and a small amount of petroleum ether was beaten to obtain 137.4 g of the yellow solid product 1,1_cyclopropanedimethanol sulfinate and the molar yield was 93%.

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 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Fu Chenchen; (11 pag.)CN104788361; (2017); B;,
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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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.name: Glycerol aldehyde dimer

Step AVI. To a soln. of l,4-dioxane-2,5-diol (120 mg, 0.995 mmol) in THF (8ml) was added methylamine (2.8 ml, 0.664 mmol) at r.t. The resulting mixture was stirred at r.t for 75min. Then l-(isocyano(tosyl)methyl)-2-methoxybenzene (200 mg, 0.664 mmol) was added while keeping reaction mixture at <30 C by a water bath. The reaction mixture was stirred at r.t overnight. Evaporated to leave white solid, dissolved in DMF, and purified by Pre-HPLC to afford (4-(2-methoxyphenyl)-l -methyl- lH-imidazol-5-yl)methanol (84mg, 0.377 mmol, 38.6 % yield) as a colorless oil. ^- MR^MeOD), delta: 8.97(lH,s), 7.55(lH,t, J=7.5Hz), 7.47(1H, d, J=8.0Hz), 7.22(1H, d, 8.0Hz), 7.15(1H, t, J=7.5Hz), 4.67(2H,s), 4.05(3H,s), 3.89(3H,s). At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it. Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher W.; GERRITZ, Samuel; KIM, Sean; LANGLEY, David R.; LI, Guo; PEARCE, Bradley C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/44531; (2012); A1;,
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Reference of 89795-51-7, 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 89795-51-7 as follows.

EXAMPLE 3 Isophthalic acid di-(2,1,3-benzothiadiazol-5-yl)methyl ester By following the general method of Example 1, 1,3-benzenedicarbonyl chloride was reacted with 2,1,3-benzothiadiazol-5-ylmethanol to provide isophthalic acid di-(2,1,3-benzothiadiazol-5-yl)methyl ester. MS: M+1=463. Microanalysis (C22H14N4O4S2.0.2 H2O): Calc’d: C, 59.69; H, 2.91; N, 11.87. Found: C, 59.69; H, 3.11; N, 12.02.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89795-51-7, its application will become more common.

Reference:
Patent; Barvian, Nicole Chantel; Connor, David Thomas; Dyer, Richard Dennis; Johnson, Adam Richard; Patt, William Chester; US2002/156061; (2002); A1;,
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Application of 2516-33-8, 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. 2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, 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.

Step A: cyclopropylmethyl 2,5-dioxopyrrolidin-l-yl carbonate.To a stirred solution of cyclopropylmethanol (1.0 g, 13.8 mmol) in acetonitrile (15 mL) was added bis(2,5-dioxopyrrolidin-l-yl) carbonate (7.1 g, 27.7 mmol) and triethylamine (5.8 mL, 41.6 mmol). The reaction was stirred overnight, then quenched with saturated NaHC03 solution (aq.) and extracted with ethyl acetate (3 * 50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the title compound (3.2 g, quant.) as an amber oil: 1H NMR (300 MHz, CDC13) delta 4.16 (d, J= 7.5 Hz, 2H), 2.84 (s, 4H), 1.26 (m, 1H), 0.70- 0.64 (m, 2H), 0.40-0.35 (m, 2H).

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 2516-33-8, Cyclopropylmethanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; STAMFORD, Andrew; BASU, Kallol; WOOD, Harold, B.; DEMONG, Duane; SUN, Wanying; GARFUNKLE, Joie; MOYES, Christopher; HU, Zhiyong; LIU, Ping; EDMONDSON, Scott, D.; DAI, Xing; DUBOIS, Byron Gabriel; WO2012/173917; (2012); A1;,
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Reference of 15258-73-8, 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.15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

To a solution of 2,6-dichlorobenzyl alcohol (26 mg, 0.15 mmol) in tetrahydrofuran (1.5 mL) was added sodium hydride (95%, 25 mg, 1.0 mmol, 24 eq) and the reaction was stirred at 23 C for 15 minutes before adding a solution of r-(3-chloro-4-(dimethylcarbamoyl)phenyl)-[4,4′- bipiperidine]-l-carbonyl chloride (1-10) (60 mg, 0.15 mmol, 1.0 eq) in dichloromethane (1.5 mL). The resulting reaction was stirred at 23C for 16 hours. The reaction mixture was then quenched with water (0.25 mL) and concentrated and the residue was dissolved in DMSO and purified by reverse phase liquid chromatography (Gemini -NX CI 8, 5 muiotatauiota, 30 x 100 mm column; 0-100% CH3CN/H2O gradient w/ 0.10% TFA present) to yield 2,6-dichlorobenzyl l’-(3-chloro- 4-(dimethylcarbamoyl)phenyl)-[4,4′-bipiperidine]-l-carboxylate (1-11). 1H NMR (400 MHz, CD30D): delta 7.44 (s, 1 H); 7.42 (s, 1 H); 7.34 (dd, J = 9.0, 7.1 Hz, 1 H); 7.25 (d, J = 8.5 Hz, 1 H); 7.20 (d, J = 2.3 Hz, 1 H); 7.13 (dd, J = 8.6, 2.3 Hz, 1 H); 5.36 (s, 2 H); 4.21-3.98 (br m, 2 H); 3.78 (d, J = 12.4 Hz, 2 H); 3.09 (s, 3 H); 2.95 (t, J = 12.0 Hz, 2 H); 2.89 (s, 3 H); 2.77 (t, J = 12.8 Hz, 2 H); 1.89 (d, J = 12.1 Hz, 2 H); 1.74 (br s, 2 H); 1.40-1.33 (m, 4 H); 1.17 (br s, 2 H). LRMS m/z (M+H) 552.3 found, 552.2 required

The chemical industry reduces the impact on the environment during synthesis 15258-73-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; BENNETT, David Jonathan; BRNARDIC, Edward, J.; LIVERTON, Nigel, J.; MANLEY, Peter, J.; MENG, Zhaoyang; NANDA, Kausik, K.; RUDD, Michael, T.; WAI, Jenny; (137 pag.)WO2017/83219; (2017); 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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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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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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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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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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