Month: September 2021

Reference of 6995-79-5, Adding some certain compound to certain chemical reactions, such as: 6995-79-5, name is trans-Cyclohexane-1,4-diol,molecular formula is C6H12O2, 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 6995-79-5.

A 5 mL microwave vial was charged with 60percent sodium hydride (70 mg, 1.750 mmol) and trans-1,4- cyclohexanediol (180 mg, 1.550 mmol), purged with nitrogen, added DMF (2 mL), and stirred the mixture for 10 min at ambient temperature. A solution of 7-(2-fluoropyridin-4-yl)-4-(2-methoxyphenyl)- 3,4-dihydro-2H-pyrano[2′,3′:4,5]imidazo[l,2-a]pyridine (151 mg, 0.402 mmol, Preparation 93) in DMF (2 mL) was added, and heated at 120 °C for 105 min. Quenched with water (50 mL), extracted twice with EtOAc, washed with 10 mL brine, and dried over NaaSOzi. Chromatographed on a Grace Reveleris 24g column, eluted with 0-100percent 3: 1 EtOAc:EtOH in 1 : 1 DCM:Heptane (30 mL/min), affording the title compound (83.4 mg, 44.0percent); lH NMR (400 MHz, DMSO- 6) delta 8.09 (dd, J = 5.4, 0.6 Hz, 1H), 7.93 (dd, J= 1.9, 1.0 Hz, 1H), 7.54 (dd, J= 9.3, 1.8 Hz, 1H), 7.50 (dd, J= 9.3, 1.0 Hz, 1H), 7.21 (ddd, J= 8.2, 7.4, 1.7 Hz, 1H), 7.09 – 7.02 (m, 2H), 6.90 (dd, J = 1.6, 0.8 Hz, 1H), 6.73 (td, J = 7.5, 1.1 Hz, 1H), 6.44 (dd, J = 7.6, 1.7 Hz, 1H), 4.95 – 4.85 (m, 1H), 4.82 (dd, J= 6.2, 3.5 Hz, 1H), 4.54 (d, J= 4.2 Hz, 1H), 4.25 (ddd, J = 11.2, 4.8, 3.2 Hz, 1H), 3.95 (td, J = 11.0, 2.1 Hz, 1H), 3.87 (s, 3H), 3.52 – 3.42 (m, 1H), 2.42 – 2.31 (m, 1H), 2.09 – 2.02 (m, 1H), 2.02 – 1.93 (m, 2H), 1.84 – 1.75 (m, 2H), 1.46 – 1.32 (m, 2H), 1.32 – 1.18 (m, 2H). MS (ESI+) m/z 472 (M+H). LC/MS (Table 1, ab) Rt = 0.86 min; MS m/z: 472 (M+H)+ (TNF ICso = A).

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 27489-62-9, Adding some certain compound to certain chemical reactions, such as: 27489-62-9, name is trans-4-Aminocyclohexanol,molecular formula is C6H13NO, 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 27489-62-9.

Preparation of Intermediate 21) di-tert-butyl dicarbon .at?e 2) 1,1′-carbonyl trans-4-aminocyclohexanol diimidazole Intermediate 2To a 250ml flask under nitrogen atmosphere was charged DMF (98 mL) and di-t-butyl dicarbonate (63.6g, 0.291 mole). The mixture was stirred at ambient temperature to give a solution. To a second IL flask was charged tfralphakappas-4-aminocyclohexanoI (commercially available) (32.5 g, 0.285 mole) and DMF (160 mL). The mixture was heated to 55-600C to give a solution. Approximately 33% of the di-t-butyl dicarbonate in DMF solution was slowly added to the *r°/s-4-aminocyclohexanol over approximately 30 minutes, keeping the process temperature below 75C during the charge. The mixture was stirred for ~30min- 1 hour at 55-600C. The slow addition of ~33% of the di-t-butyl dicarbonate DMF solution was repeated twice more and the mixture was stirred for ~30min – 1 hour at 55-600C after each addition. After the last addition the reaction mixture was stirred at 70-750C over 1-2 hours. When GC analysis indicated that the ratio between intermediate N-Boc-frflHs-4-aminocyclohexanol and fralpha«s-4-aminocyclohexanol was greater than 33:1, the reaction mixture was cooled to 15-20C. DMF (250 mL) was charged to the reaction and stirred to give a solution. 1, 1′ -Carbonyldiimidazole (59.2g, 1.3 eq) was charged to the reaction in one portion. The reaction was stirred at ~19C for 15 hours and reaction progress was monitored by HPLC. When the HPLC analysis indicated that the ratio between Intermediate 2 and N-Boc~’««,s~4-aminocyclohexanol was greater than 49:1, the reaction mixture was cooled to ~0C. Water (600 mL) was charged slowly to the reaction mixture while keeping the process temperature below ~20C. The white solid product precipitated out of solution. The mixture was cooled to ~ 00C and stirred for 1 hour. The product was filtered and the wet cake was washed with water (100 mL) twice. The product was dried at 60-65C under vacuum to a constant weight. Yield: 82.1 g, 94%.

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; GLAXO GROUP LIMITED; WO2007/62334; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 64431-96-5, 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), 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, Safety of 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), blongs to alcohols-buliding-blocks compound. Safety of 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol)

[0052]To a solution of bis-ths propane (56.5 g, 0.2 mol) in 200 ml of dry THF in a three-necked round bottom flask with mechanical stir was added trimethylamine (40.52 g, 0.4 mol) at room temperature. The resulting solution was cooled down to 0 C under N2, then a solution of acryloyl chloride (36.2 g, 0.4 mol) in 100 ml of dry THF was added dropwise at 0 C. After the addition was complete, the mixture was allowed to warm to room temperature and continued to stir at room temperature for overnight. The white solid was collected by filtration and washed with THF (3X50 ml). The combined THF filtrate and THF washing solutions were evaporated off to give a residue. The residue was dissolved into 500 ml of chloroform and washed with saturated sodium (0121) bicarbonate aqueous solution (3X100 ml) until no gas generated. The chloroform layer was then dried with sodium sulfate. Sodium sulfate was removed by filtration and the filtrate was evaporated off to give the desired BIS TRIS Propane diacrylamide (BTPDA, Photo Active Co-solvent-1 ) (50.7 g, 65%).

The synthetic route of 64431-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEWLETT-PACKARD DEVELOPMENT COMPANY, L.P.; ZHOU, Zhang-Lin; BAR, Mazi; LANE, Gregg A.; (29 pag.)WO2018/143916; (2018); 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. 62058-03-1, name is trans-4-Aminoadamantan-1-ol, molecular formula is C10H17NO, 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. HPLC of Formula: C10H17NO

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

With the rapid development of chemical substances, we look forward to future research findings about 62058-03-1.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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. 34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, 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. Application In Synthesis of 5-Bromo-2,3-dihydro-1H-inden-1-ol

[001036] Part B. Preparation of l-azido-5-bromo-2,3-dihydro-lH-indene.; [001037] A solution of the product from Part A (l.Olg, 4.73mmol) in toluene (8.ImL) was treated with the diphenyl phosphoroyl azide (1.23mL, 1.56g, 5.67mmol) followed by cooling to O0C. The solution was treated dropwise with DBU (855muL, 863mg, 5.67mmol) followed by stirring at O0C for 2h, and then warming to room temperature for 48h. The mixture was diluted with ethyl acetate and extracted with water and 1 M citric acid solution, and then with saturated sodium chloride solution. Drying (Na2SO4) and concentration in vacuo afforded a brown oil, which was purified by flash chromatography, eluting with 5-50 % ethyl acetate in hexanes. These procedures afforded the title compound (889mg, 79%) as a light yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 34598-50-0.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 223251-16-9, (4-(2-(Azepan-1-yl)ethoxy)phenyl)methanol, 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, COA of Formula: C15H23NO2, blongs to alcohols-buliding-blocks compound. COA of Formula: C15H23NO2

4-Hydroxybenzyl alcohol (10 g) is added to a solution of sodium hydroxide (7.73 g) in water (150 mL). The mixture is stirred to obtain a clear solution, and then toluene (100 mL), 2-chloroethylazepan hydrochloride (20.74 g), and tetrabutylammonium bromide (0.519 g) are added. The mixture is refluxed for completion of the reaction (1 -1.5 hours), as verified using TLC. The mixture is cooled to 25-35C and the organic layer is separated and washed with 10% NaCI solution (100 mL) at 500C. The organic layer is distilled completely under vacuum, and then dichloromethane (200 mL) is added to the residue. The mixture is stirred for dissolution under a nitrogen atmosphere. Dry HCI gas is passed through the solution for 30-60 minutes at 25-35C and the mixture is stirred for 1 -1.5 hours at the same temperature. About 85-90% of the solvent is distilled from the mixture, then acetone (60 mL) is added, and 85-90% of the solvent is distilled. This addition and distillation step is repeated twice with acetone (60 mL). To the residue, acetone (60 mL) is added and mixture is cooled to 0-50C and further stirred at same temperature for 4-4.5 hours. The solid obtained is filtered under a nitrogen atmosphere, washed with chilled acetone (40 mL) under a nitrogen atmosphere, and dried under vacuum at 50-550C for 4-5 hours to afford the title compound in 61.2% yield.

The synthetic route of 223251-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; BANDICHHOR, Rakeshwar; LEKKALA, Amarnath Reddy; HALDAR, Pranab; MYLAVARAPU, Ravi Kumar; GOLLA, China Malakondaiah; VAGWALA, Raghunath; KARRI, Vijaya Kumar; AKULA, Swapna; WO2011/22596; (2011); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 624-95-3, Adding some certain compound to certain chemical reactions, such as: 624-95-3, name is 3,3-Dimethylbutan-1-ol,molecular formula is C6H14O, 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 624-95-3.

12.2 g of 3, 3-Dimethyl-l-butanol of 98% purity (117.3 mmol) and 0.049 g 4- Acetamido-TEMPO (0. 223MMOL) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.294 g, 0.76 mmol), NAHC03 (1. 472 g, 17. 5MMOL) and NACL (2 g) are dissolved in water (25 cc) and the aqueous solution is added to the stirred organic fraction at 1000RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH 8.6 using 40% solution OF NAOH. When the temperature of the reactants reached 0C, 69.8 g (123.1 mmol) of 13.1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 55 minutes. The reaction mixture is stirred for an additional 15 min at 0C 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.

According to the analysis of related databases, 624-95-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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.56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, molecular weight is 92.0938, as common compound, the synthetic route is as follows.Computed Properties of C3H8O3

Will be 920g of glycerin,990gParaformaldehyde and20 g of the supported solid super acid catalyst prepared in Example 2 was addedIn the reaction device, the reaction is heated to 80 C, and the water having a lower boiling point and the trioxane formed in the reaction process enters the fractionation device.According to the principle that the boiling point of paraformaldehyde is lower than water, the triacetal is fractionated back to the reaction unit through a fractionation device.The reaction was carried out as a raw material, and the reaction was completed for 5 hours to obtain glycerol formal, and the product was analyzed by HPLC-MS.At 96.3%, the ratio of the six-membered ring product to the product of the five-membered ring in the product was 70:25.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56-81-5, Propane-1,2,3-triol, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang Haotang Industrial Co., Ltd.; Liu Demin; (5 pag.)CN109535122; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 2615-15-8, 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. 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, molecular formula is C12H26O7, 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.

Preparation of Compound 29a To a solution of hexaethylene glycol (25.0 g, 88.5 mmol) in DCM (100 mL) were added triethylamine (61.7 mL, 443 mmol) and ^-toluenesulfonyl chloride (50.6 g, 266 mmol) at 0 C under N2. After 5 hours at 0 C, the reaction mixture was poured into 1 N aq. HC1 (200 mL) and extracted with DCM (2 x 200 mL). The combined organic layers were washed with saturated aq. NaHCO3 (100 mL) and brine (100 mL), and dried over anhydrous Na2SO4. After filtration and concentration, the residue was purified by column chromatography, which produced the compound 29a (45.0 g, 87 %) as brown oil. 1H- MR (400 MHz, CDC13) delta 7.79 (d, J= 7.6 Hz, 4H), 7.34 (d, J= 7.6 Hz, 4H), 4.16-4.14 (m, 4H), 3.69-3.67 (m, 4H), 3.64-3.56 (m, 16H), 2.44 (s, 6H).

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 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol.

Reference:
Patent; LEGOCHEM BIOSCIENCES, INC.; KIM, Yong, Zu; OH, Yeong, Soo; CHAE, Jeiwook; SONG, Ho, Young; CHUNG, Chul-woong; PARK, Yun, Hee; CHOI, Hyo, Jung; PARK, Kyung, Eun; KIM, Hyoungrae; KIM, Jinyeong; MIN, Ji, Young; KIM, Sung, Min; LEE, Byung, Soo; WOO, Dong, Hyun; JUN, Ji, Eun; LEE, Su, In; (272 pag.)WO2017/89890; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 22436-06-2, 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 22436-06-2 as follows.

Under a nitrogen atmosphere, a 1 L three-necked glass vial was charged with 54 g of (±)-2-methyl-3-phenyl-1-propanol, 64 g of phthalic anhydride, 1.38 g of pyridine, and 540 g of tetrahydrofuran.The reaction was stirred at 0 C – 20 C for 30 hours, and concentrated to give a crude product (122 g).After crystallization with ethyl acetate as a solvent,103 g of (±)-2-methyl-3-phenyl-1-propanol-phthalic acid monoester were obtained, and the purity of the liquid chromatography was ?98%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22436-06-2, its application will become more common.

Reference:
Patent; Jiangsu Guangyu Chemical Co., Ltd.; Diao Bozhen; Zhang Limeng; Kang Jie; (12 pag.)CN109503319; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts