Category: alcohols-buliding-blocks

Application of 133803-81-3, 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 133803-81-3, name is tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate. This compound has unique chemical properties. The synthetic route is as follows.

At 0 C,To tert-butyl 3- (2- (2-hydroxyethoxy) ethoxy) propionate (6.24 g, 26.63 mmol, 1.0 eq.) And TsCl (10.15 g, 53.27 mmol, 2.0 eq.) In anhydrous To a solution of dichloromethane (50 mL) was added pyridine (4.3 mL, 53.27 mmol, 2.0 eq.).The mixture was stirred at room temperature overnight,Then washed with water (100 mL),The aqueous layer was extracted with dichloromethane (3 ¡Á 50 mL).The combined organic layers were washed with brine (300 mL),Dried over anhydrous sodium sulfate, filtered,Concentrated and purified by silica gel column chromatography (5: 1 n-hexane / ethyl acetate),A colorless oil was obtained (6.33 g, 61.3% yield).

According to the analysis of related databases, 133803-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Duo Xi Biological Technology Co., Ltd.; Zhao Luoboyongxin; Huang Yuanyuan; Yang Qingliang; Gai Shun; Ye Hangbo; Xu Yifang; Guo Huihui; Cao Minjun; Li Wenjun; Cai Xiang; Zhou Xiaomai; Xie Hongsheng; Jia Junxiang; Guo Zhixiang; Lin Chen; Yang Yanlei; Ye Zhicang; Qi Tafamingrenqingqiubugongkaixingming; (338 pag.)CN110621673; (2019); A;,
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Synthetic Route of 15852-73-0, Adding some certain compound to certain chemical reactions, such as: 15852-73-0, name is (3-Bromophenyl)methanol,molecular formula is C7H7BrO, 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 15852-73-0.

General procedure: A mixture of alcohol (0.75 mmol), and catalyst Mo1 (13 mg,3.0 mol%) taken in 0.5 mL of water was stirred at 100 C under oxygenatmosphere (O2 bladder) and the stirring was continued for16-24 h as per requirement. The progress of reaction was monitoredby TLC. After completion of the reaction, ethyl acetate was added to the mixture. The aqueous phase was extracted with ethyl acetate 2-3 times. Then the combined organic extracts were driedover anhydrous sodium sulfate and the solvent was removed under reduced pressure. The crude product so obtained was purified by column chromatography using hexane-ethyl acetate as eluent. While the known products were characterized by spectroscopic techniques and compared with reported data and the new products 22b and 36b were characterized completely. The characterization detail is provided in supporting information section.

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:
Article; Thiruvengetam, Prabaharan; Chakravarthy, Rajan Deepan; Chand, Dillip Kumar; Journal of Catalysis; vol. 376; (2019); p. 123 – 133;,
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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. 393522-78-6, name is Methyl 4′-(hydroxymethyl)-[1,1′-biphenyl]-4-carboxylate, molecular formula is C15H14O3, 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. category: alcohols-buliding-blocks

To a cold solution (0 C) of HO-biphenyl-CO2Me (100 mg, 412 mumol) in CH2Cl2 (5 mL) was added Et3N (86 muL, 618 mumol) and MsCl (35 muL, 453 mumol). The reaction was allowed to stir at room temperature and after full conversion was seen on TLC (16 h), the mixture was quenched with H2O, extra CH2Cl2 was added and the organic layer was washed with water, brine, dried over MgSO4, filtrated and concentrated in vacuo. The crude product was redissolved in DMF and NaN3 (200 mg, 3.08 mmol) was added. The reaction mixture was stirred for 16 h, H2O was added and the mixture was extracted three times with EtOAc, dried over Na2SO4, filtrated and concentrated in vacuo. Column chromatography (EtOAc/Hept 1:4) yielded the product (108 mg, 98%) as white crystals. RF = 0.8 (EtOAc/Hept 1:1) 1H NMR (400 MHz, CDCl3) delta 8.03 (d, J = 8.6 Hz, 2H), 7.55 (dd, J = 12.9, 8.5 Hz, 4H), 7.40 (d, J = 8.4 Hz, 2H), 4.41 (s, 2H), 3.86 (s, 3H) ppm. 13C NMR (101 MHz, CDCl3) delta 166.89, 144.82, 140.09, 140.08, 137.39, 130.13, 129.16, 129.13, 127.60, 126.99, 77.34, 77.02, 76.70, 52.14, 45.82, 31.87, 22.68, 14.10, 1.01 ppm. FTIR = 2958, 2843, 2105, 1719, 1608, 1432, 1397, 1286, 1110, 768, 736 cm-1. HRMS (EI) calcd for C15H13N3O2 (M-N3)+ 225.0915, found 225.0896.

With the rapid development of chemical substances, we look forward to future research findings about 393522-78-6.

Reference:
Article; Wammes, Angelique E.M.; Hendriks, Tom G.; Amatdjais-Groenen, Helene I.V.; Wijdeven, Marloes A.; Van Hest, Jan C.M.; Van Delft, Floris L.; Ritschel, Tina; Rutjes, Floris P.J.T.; Bioorganic and Medicinal Chemistry; vol. 22; 20; (2014); p. 5593 – 5603;,
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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. 110-73-6, name is 2-(Ethylamino)ethanol, molecular formula is C4H11NO, 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. Recommanded Product: 110-73-6

General procedure: (A) 2-(Alkylamino)ethanol2a or 2b (6 mmol) and Et3N (1.0 ml) were added with stirring tothe solution of diferrocenylcyclopropenylium tetrafluoroborate 1 (3 mmol)in dry benzene or acetonitrile (70 ml). After stirring for 6-12 h at ~80C,the volatiles were removed in vacuo; the residue was chromatographed ona column with Al2O3 (activity III) (hexane-diethyl ether, 3 :1) to affordthe reaction products 3a,b (30-32%) and 4a,b (43-44%), respectively.(B) Following the general procedure, reaction of 1b (1 mmol) in MeCN(30 ml, 80C, 6-12 h) in the presence of Et3N (0.3 ml) with amino alcohols2a,b (1 mmol) afforded compounds 3a (62-71%) or 3b (67-74%) and4a,b (3-10%).(C) Reaction of 1b (1 mmol) in dry benzene (30 ml, 80C, 6-12 h) inthe presence of Et3N (0.3 ml) with amino alcohols 2a,b (3 mmol) affordedcompounds 3a,b (5-7%) and 4a (58-77%), 4b (61-80%)

With the rapid development of chemical substances, we look forward to future research findings about 110-73-6.

Reference:
Article; Sanchez Garcia, Jessica J.; Flores-Alamo, Marcos; Chirinos Flores, Denis E.; Klimova, Elena I.; Mendeleev Communications; vol. 27; 1; (2017); p. 26 – 28;,
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Electric Literature of 10213-78-2 ,Some common heterocyclic compound, 10213-78-2, molecular formula is C22H47NO2, 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.

In a 250 ml Erlenmeyer flask, 13 g (36 mmol) of N-octadecylamine in 100 ml of chloroform was dissolved and cooled to 0 C. Then, 7.95 ml (0.109 mol) of thionyl chloride was added dropwise to the cooled material. After completion of the addition, the reaction mixture was heated under chloroform reflux for 3 hours. An excess of the solvent and thionyl chloride were evaporated, and the residue taken up in dichloromethane was washed with Na2CO3 saturated solution, and washed several times with water until neutralization. The organic phase was dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by chromatography on a silica gel column using an ether/petroleum ether mixture (5:95 v/v) as eluent. This yielded 10 g of pure amine chloride as oil. Yield: 70%. Rf: 0.43 (ether/petroleum ether, 5:95 v/v). 1H NMR (200 MHz, CDCl3, HMDS) delta ppm: 3.38 (t, 4H, J=5.43 Hz, CH2-Cl), 2.75 (t, 4H, J=7.30 Hz, N-CH2-C-Cl), 2.43 (t, 2H, J=6.67 Hz, CH2-N), 1.36 (m, 2H, CH2-C-N), 1.16 (s1, 30H, CH2), 0.80 (t, 3H, J=5.85 Hz, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10213-78-2, its application will become more common.

Reference:
Patent; Yang Ji Chemical Company Ltd.; US2005/75345; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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: 10488-69-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: 10488-69-4

Example 21 : pH profiles of enzymatic and nonenzymatic test reactions of ethyl 4-chloro- 3-hydroxybutyrate with cyanide Aqueous solutions containing 25 MG/ML sodium cyanide were prepared at pH 5.0, 6.0, 7.0, 7.5, 8. 0, 8. 5, and 9.0 by the addition of 85percent phosphoric acid while monitoring with pH meter. 5 mL of each solution was charged to a SEPARATE 20 ML screw cap vial. Halohydrin dehalogenase SEQ ID NO: 38 (20 mg) was added to each vial, followed by ethyl (S)-4-chloro-3-hydroxybutyrate (50 mg, 0.30 mmoles). For nonenzymatic reactions experiments, the procedure was identical with the exception that the enzyme was omitted. The vials were capped and heated in an oil bath at 55 ¡ãC for 3 hrs, then removed and cooled to room temperature. A 0.4 mL sample of each reaction mixture was extracted with 1 mL butyl acetate and the extracts were analyzed by gas chromatography. The analyzed amounts of substrate and products in each vial are given in Table I, and graphed vs. pH in Figure 1. IN BOTH, CHLOROHYDRIN means ethyl (S)-4-chloro-3- hydroxybutyrate, cyanohydrin means ethyl (R)-4-CYANO-3-HYDROXYBUTYRATE, and crotonate means ethyl 4-hydroxycrotonate. In the Table, ND means not detected. Table I : Millimoles CHLOROHYDRIN, cyanohydrin and crotonate by-product analyzed in test reactions with and without HALOHYDHN dehalogenase. See Example 21 without halohydrin dehalogenase with halohydrin dehalogenase mmol mmol mmol mmol mmol mmol PH chlorohydrin cyanohydrin crotonate chlorohydrin cyanohydrin crotonate 5.0 0. 33 ND ND 0. 27 ND ND 6. 0 0. 29 ND ND 0. 07 0. 20 ND 7. 0 0. 30 ND ND 0. 01 0. 28 ND 7.5 0.3 ND ND 0. 004 0. 30 ND 8. 0 0.30 0.01 ND 0.002 0.29 ND 8. 5 0. 21 0. 05 0. 001 0. 001 0. 24 ND 9. 0 0.11 0.10 0.002 0.001 0.21 ND The pHs of the final test reaction mixtures were remeasured. For the mixtures including halohydrin dehalogenase with initial pHs of 7 or above (being the mixtures in which near complete conversion of the CHLOROHYDRIN to the cyanohydrin occurred, the final mixture pHs were 0.4 to 0.6 pH units below the initial pHs. The other mixtures showed much lesser changes in pH from their initial values. These data show that under these reaction conditions and time, no measurable nonenzymatic reaction of the ethyl 4-CHLORO-3-HYDROXYBUTYRATE with cyanide occurred at any tested pH less than 8. At pH 8 and above, increasing nonenzymatic reaction with cyanide to form ethyl 4-cyano-3-hydroxybutyrate occurred with increasing pH and was accompanied by increasing formation of ethyl 4-hydroxycrotonate by-product. In contrast, the enzymatic reaction with halohydrin dehalogenase occurred at all the tested pH’s greater than 5 and with no detectable formation of ethyl 4-hydroxycrotonate at any tested pH. Additionally, for both enzymatic and nonenzymatic test reactions at pH greater than 8, the mole total of the GC- analyzed products decreased from the initial 0.30 MMOLES provided (as ethyl 4-chloro-3- hydroxybutyrate reactant) indicating the increasing formation of non-analyzable by-products with increasing pH greater than 8. It was separately established that the ester group of the reactant and product are increasingly HYDROLYZED to carboxylic acid groups at pHs greater than 8 and that the resulting carboxylic acids are not extracted in to the extracts of reaction mixture samples that are analyzed by GC. See Example 22.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; CODEXIS, INC.; WO2005/18579; (2005); A2;,
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Application of 3597-91-9, 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 3597-91-9 as follows.

Step 1. Preparation of biphenyl-4-ylmethy. 2,2,2-trichloroethanimidoate (C93). A suspension of biphenyl-4-yimethanol (36.8 g, 200 mmol) in dichloromethane (240 mL) was treated with 50% aqueous potassium hydroxide solution (160 mL). The reaction mixture was cooled to 0″C, and maintained at 0 – 1OC as tetra-rt-butylammonium sulfate (1.18 g, 2,0 mmol) was added, followed by a slow addition of trichtoroacetonitrile (25.1 mL, 250 mmol) over 10 minutes. The reaction was stirred at OC for an hour, and then stirred at 25C for an additional hour, after which the organic layer was filtered through a short pad of Celite on top of a layer of silica gel. The pad was rinsed with additional methylene chloride (1500 mL), and the elubetants were concentrated in vacuo to provide C93 as a white solid, which was used in the next step without purification. Yield: 66.1 g, quantitative. LCMS m/z 167.2 (C13H1 1′). 1H NMR (400 MHz, CDCI3) 6 5.40 (s, 2H), 7,37 (m, 1 H), 7.46 (m, 2H), 7.52 (d, J?8.7 Hz, 2H), 7,62 (m, 4H), 8.43 (br s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3597-91-9, its application will become more common.

Reference:
Patent; PFIZER INC.; BROWN, Matthew Frank; DONOVAN, Charles Francis; ELLSWORTH, Edmund Lee; HOYER, Denton Wade; JOHNSON, Timothy Allen; LALL, Manjinder Singh; LIMBERAKIS, Chris; MURPHY, Sean Timothy; SHERRY, Debra Ann; TAYLOR, Clarke Bentley; WARMUS, Joseph Scott; WO2010/32147; (2010); A2;,
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Related Products of 5339-85-5 ,Some common heterocyclic compound, 5339-85-5, molecular formula is C8H11NO, 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 49 2-(2-(2-hydroxyethyl)phenyl)isoindoline-1,3-dione; [0379] A flask containing 2-aminophenethyl alcohol (565 mg, 4.12 mmol), phthalic anhydride (641 mg, 4.32 mmol) and acetic acid (4 mL) was heated at 100 C for 1 h. The reaction mixture was poured into water (30 mL) and the solid was filtered off and the solids were washed with water. The crude was purified by flash column chromatography to afford the desired product as white solid (435 mg, 1.63 mmol, 40%). NMR: 1.79 (br s, 1H), 2.78 (t, 2H, J = 6.4 Hz), 3.81 (t, 2H, J = 6.4 Hz), 7.20 (d, 1 H, J = 8 Hz), 7.36-7.41 (m, 1H), 7.46 (d, 2H, J = 4 Hz), 7.79-7.83 (m, 2H), 7.94-7.97 (m, 2H).

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. 5339-85-5, 2-(2-Aminophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEWLINK GENETICS; MAUTINO, Mario, R.; KUMAR, Sanjeev; JAIPURI, Firoz; WALDO, Jesse; KESHARWANI, Tanay; ZHANG, Xiaoxia; WO2011/56652; (2011); A1;,
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Electric Literature of 2077-19-2, 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

To a mixture of A-38 (2.80 g, 13.02 mmol) in THF (30 mL) was added NaH (1.04 g, 26.04 mmol, 60% purity) and CH3I (1.62 mL, 26.04 mmol) at 0 C and the mixture was stirred at 25 C for 16 hours. The mixture was quenched with a saturated solution of NH4C1 (50 mL), extracted with EtOAc (100 mL x 2), and the combined organic phase was washed with brine (30 mL), dried over Na2S04, filtered and concentrated to A-39 (2.70 g, 11.78 mmol) as an oil. 1H NMR (400MHz CDC13) _ = 7.47 (d, 2H), 7.29 (d, 2H), 3.07 (s, 3H), 1.51 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Reference of 599-67-7, 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.599-67-7, name is 1,1-Diphenylethanol, molecular formula is C14H14O, molecular weight is 198.26, as common compound, the synthetic route is as follows.

General procedure: The procedure is the same for solid and liquid substrates.Alcohol (1 mmol) and iodine (3 mol%) weremixed together in a 5 mL conical reactor and the reactionmixture stirred at 25 C or 55 C for various times (5 minto 192 h), progress was monitored by TLC or by 1H NMRspectroscopy. The crude reaction mixture was dilutedwith tert-butyl methyl ether, washed with an aqueoussolution of Na2S2O3, water, dried over Na2SO4 and the solventevaporated under reduced pressure. The crude reactionmixture was subjected to column chromatography orpreparative TLC using hexane or petroleum ether/tert-butylmethyl ether mixtures and pure product(s) were obtained.Conversions were determined by 1H NMR spectroscopy.The effects of reaction variables on the type oftransformation and conversions are stated in Tables andFigures. In order to obtain the information (role) of thereaction variables and structure of substrate, the data (reactiontimes with lower conversion) are presented in someTables. In the experimental section, the best reaction conditionsare named; 3 mol% of I2 were used, giving thehighest yield.

Statistics shows that 599-67-7 is playing an increasingly important role. we look forward to future research findings about 1,1-Diphenylethanol.

Reference:
Article; Jereb, Marjan; Vra?i?, Dejan; Acta Chimica Slovenica; vol. 64; 4; (2017); p. 747 – 762;,
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