Category: alcohols-buliding-blocks

Synthetic Route of 13826-35-2, 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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.

General procedure: The liquid phase oxidative methylesterification of various substrates was carried out in a 15 mL glass vial equipped with a magneticstirrer. In a general procedure, 1 mmol of the substrate wasadded to the reaction vial containing 3 mL of dimethyl sulfoxide(DMSO), 1 mL of distilled water and 10 mg of the catalyst. To theresulting mixture, 70% aqueous TBHP (4 mmol 12 mmol) wasadded dropwise under continuous stirring. The addition of TBHPwas exothermic. The reaction vial was sealed with a Teflon septumfitted aluminium cap and immersed in an oil bath maintained at100 C. The reaction was continued for 20 h. After the reaction,the catalyst was isolated by centrifugation and the filtrate wasmixed with 100 mL of water in a 250 mL separating funnel. Theorganic compounds were extracted from the aqueous mixtureusing ethyl acetate (50 mL 2 times). The organic portion wascombined and dried over Na2SO4 and evaporated under vacuumusing a rotator evaporator to obtain the crude product. The crudeproducts were purified by column chromatography using silicagel (100-200 mesh) and a mixture of petroleum ether and ethylacetate. The products were initially identified by GC-MS andfinally confirmed by NMR spectroscopy.

According to the analysis of related databases, 13826-35-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gupta, Shyam Sunder R.; Kantam, Mannepalli Lakshmi; Vinu, Ajayan; Journal of Catalysis; vol. 389; (2020); p. 259 – 269;,
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Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-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 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-(2-Bromophenyl)propan-2-ol

A 12-Liter 4-neck round bottom flask equipped with a thermocouple, condenser, addition funnel and overhead mechanical stirrer under dry Argon was charged with anhydrous THF, (3 L) and chilled to -70 to -78 C. via a dry ice/acetone bath. n-Butyl lithium (2.5N in hexanes, 860 mL, 2.15 mol) was slowly added via addition funnel. An exotherm was observed as the temperature rose from -78 to -70 C. To the addition funnel was added a solution of Compound 10d (220 g, 979.97 mmol) in anhydrous THF (1 L). The 2-(2-bromophenyl)propan-2-ol solution was slowly added to the n-BuLi solution. The addition took 90 min in order to maintain a reaction temperature below -70 C. After the addition was complete, the reaction mixture was stirred at -70 to -75 C. for 30 min. The triethylborate (230 mL, 1.35 mol) was quickly added in 3 portions at -70 C. An exotherm was observed, the batch temperature rose from -70 to -64 C. The reaction was stirred at -70 C. and slowly warmed to room temperature over night. After the reaction was cooled to 0-5 C., the reaction was slowly quenched with 2 M HCl (1 L, 2.00 mol) added via the addition funnel while maintaining the batch temperature 0-5 C. The reaction mixture was stirred for 1 h. The aqueous phase pH was 9-10. The pH was then adjusted to acidic (4-5) with 2 M HCl (200 mL). The two phases were separated and the aqueous layer was extracted with MTBE (2¡Á500 mL). The combined organic phases were dried with anhydrous magnesium sulfate. The solution was filtered and concentrated to yield a yellow oil. The yellow oil was diluted with MTBE (1.5 L) and washed with 1M NaOH (3¡Á500 mL). The product containing basic aqueous phases were combined and acidified with 2 M HCl (800 mL) (the clear solution turns turbid with the addition of acid). After stirring the turbid solution for 15 min (pH=4-5) (Note 1), it was extracted with MTBE (2¡Á500 mL). The organic phases were combined and dried over MgSO4. The solution was filtered and the filtrate was concentrated to yield the title Compound 10e as a clear yellow oil (121.78 grams, 77% yield).

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.; US2007/259936; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 111-41-1, N-(2-Hydroxyethyl)ethylenediamine, 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, 111-41-1, blongs to alcohols-buliding-blocks compound. Recommanded Product: N-(2-Hydroxyethyl)ethylenediamine

1), synthesis:To a 500 ml three-necked flask was added 104 g of hydroxyethyl ethylenediamine (1.0 mol), 94.7 g of paraformaldehyde (3 mol, 95%), stirred for 30 minutes, and at room temperature of 80-90 C 156.8 g of formic acid (3 mol, ), About 1 hour dropping end, continue to control the temperature of 80-90 C for 1 hour. 70g (vacuum-0.094MPa, kettle temperature: 80C) was distilled off under reduced pressure. The product was analyzed by gas chromatography at a concentration of 91.8% and 8% of the impurity S-2 (i.e., by-product N, N, N’-trimethyl-N’-ethylidene-ethylenediamine).2), transesterification:100 g of n-butanol was added to the three-necked flask of step 1) and the temperature was raised to 120 C for 4 hours to effect the reaction of the by-product N, N, N’-trimethyl-N’-ethylidene- Ammonia transesterification reaction to produce TMAEEA, by gas chromatography analysis, impurity S-2 content of 0.05%, after cooling back.3), distillation purification:The liquid of step 2) was transferred to a 500 ml rectification flask under reduced pressure at a vacuum of -0.094 MPa, a component at 62 C was n-butanol and a transesterified n-butanolate, 118 C component Ie product TMAEEA. A mixture of 139 g at 118 C was collected, the yield was 95.2% and the content was 99.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-41-1, its application will become more common.

Reference:
Patent; Sichuan Zhijiang High-tech Materials Co., Ltd.; Zhang Qi; Zhang Chao; Zhang Hua; Ye Xiaoming; Chen Xinzhi; (7 pag.)CN106748826; (2017); A;,
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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 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6Cl2O

General procedure: The solution of the crude 6D’ and Ph3PHBr (2.16 g, 6.3mmol) in CH3CN was refluxed overnight. Evaporation ofthe reaction mixture yielded 2.25 g of crude compound 7D’ as a white solid in 76% yield (2 steps) and used for the next reaction without further purification

With the rapid development of chemical substances, we look forward to future research findings about 1805-32-9.

Reference:
Article; Kim, Sung-Soo; Fang, Yuanying; Park, Haeil; Bulletin of the Korean Chemical Society; vol. 36; 6; (2015); p. 1676 – 1680;,
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Synthetic Route of 2043-47-2, Adding some certain compound to certain chemical reactions, such as: 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol,molecular formula is C6H5F9O, 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 2043-47-2.

Example 14 Production of Exemplified Compound 126 {circle around (1)}: A solvent comprising 1.1 g of triethylamine and 5 g of toluene was added dropwise to a mixture comprising 2.47 g of 4-benzyloxybenzoic chloride (this compound was prepared from 4-benzyloxybenzoic acid and oxalyl chloride), 2.64 g of 2-n-perfluorobutylethanol and 10 g of toluene in 30 minutes. After finishing the adding dropwise, the mixture was stirred at room temperature for 6 hours. Deposited salts were filtered off, and the filtrate was neutralized with 1/2 N hydrochloric acid and washed with water. Then, toluene was distilled off under reduced pressure, and the resultant residue was recrystallized from methanol, whereby 3.3 g of 4-benzyloxybenzoic acid 2′-n-perfluorobutylethyl ester was obtained in the form of a colorless crystal.

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. 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemicals, Inc.; US6217793; (2001); B1;,
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Adding a certain compound to certain chemical reactions, such as: 647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-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 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol

General procedure: A two-necked, 500-mL round bottom flask was equipped with a magnetic stirring bar and a three-way stopcock, of which one way was connected to an argon flow line and the other was connected to a vacuum line. The apparatus was flame-dried in vacuum, and allowed to cool to room temperature under an argon purge. To a solution of [IrCl(cod)]2 (1 mol%) in dry toluene triethylene glycol monomethyl ether, vinyl acetate (2.0 equiv), and Na2CO3 (0.60 equiv) were added and the mixture was stirred at 100 C for 3 h. After the reaction, the resulting salts were removed and washed with Et2O. The solvent was removed under reduced pressure. Purification of the residue by vacuum distillation (2 times distillation with CaH2) gave the product.

The synthetic route of 647-42-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Harada, Nari-Aki; Nishikata, Takashi; Nagashima, Hideo; Tetrahedron; vol. 68; 15; (2012); p. 3243 – 3252;,
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Synthetic Route of 4728-12-5, 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 4728-12-5 as follows.

To a suspension of sodium hydride (0.41 g, 10.26 mmol, 60percent in mineral oil) in tetrahydrofuran (15 mL), (2,2-dimethyl-1,3-dioxan-5-yl)methanol (1 , 1 g, 6.84 mmol) was added and the reaction mixture was stirred at room temperature for 10 min. Then methyl iodide (1 .27 mL, 20.52 mmol) was added drop wise at room temperature and the reaction mixture was stirred at room temperature for 6 h. The reaction mixture was quenched with ice water (15 mL) and extracted with ethyl acetate (2 x 30 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. The crude was purified by silica gel column chromatography using 60percent ethyl acetate in hexane to afford the title compound 5-(methoxymethyl)-2,2-dimethyl-1,3-dioxane (2, 0.65 g, 60percent yield) as a colorless oil. _ NMR (400 MHz, CDCI3) _ (ppm): 3.97-3.93 (m, 2H), 3.76-3.72 (m, 2H), 3.42 (d, J = 6.8 Hz, 2H), 3.34 (s, 3H), 2.00-1 .94 (m, 1H), 1 .42 (s, 3H), 1 .40 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4728-12-5, its application will become more common.

Reference:
Patent; CADENT THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank; FANGER, Christopher; XU, Yuelian; (252 pag.)WO2018/119374; (2018); 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. 16545-68-9, name is Cyclopropanol, molecular formula is C3H6O, 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: C3H6O

A solution of cyclopropanol (0.060 g, 1.03 mmol) in CH2CI2 (2 mL) was cooled to 0 C, treated with K2CO3 (0.43 g, 3.10 mmol) followed by phosgene (20% wt in toluene, 0.54 mL, 1.03 mmol), and stirred vigorously overnight at 0 C to room temperature. Unreacted phosgene was removed by purging the solution with N2 gas (passed through a KOH solution to dry) for 30 min. The reaction mixture was filtered through anhydrous MgS04, and concentrated at 0 C to afford cyclopropyl chloroformate as a colorless oil (~0.3 mL) that was used directly as a toluene solution for the next step (cyclopropyl chloroformate/cyclopropanol = 1:0.19, theoretical concentration = 2.8 M). 1 H NMR (400 MHz, CDCL) d 4.41-3.36 (m, 1 H), 0.98-0.82 (m, 4 H); 13C NMR (100 MHz, CDCL) d 151.3, 56.2, 5.49.

With the rapid development of chemical substances, we look forward to future research findings about 16545-68-9.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; (79 pag.)WO2019/203951; (2019); A1;,
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Reference of 83647-43-2 ,Some common heterocyclic compound, 83647-43-2, molecular formula is C8H9BrO, 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.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of Thallium Trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a CELITE pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4- methyl-2-benzofuran-l(3H)-one. -NMR (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
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Application of 55414-72-7, 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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol, molecular formula is C8H11NO2, 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.

Compound 21 (120 mg, 0.72 mmol) and EDC.HCl (165 mg, 0.86 mmol) were dissolved in DMF(2 mL) and stirred for 5 minutes. To this mixture at 0 C was added a solution of 1-hydroxybenzotriazole (116 mg, 0.86 mmol) and compound 4 (132 mg, 0.86 mmol) in DMF (1mL),followed by DIPEA (0.18 mL, 1.08 mmol). The reaction mixture was stirred under N2 atmosphere atroom temperature for 24 h. The solvent was evaporated under reduced pressure. The crude product was dissolved in HCl (5 mL, 1N) and ethyl acetate (10 mL). After partitioning of the two layers, the aqueous layer was extracted with ethyl acetate (4 x 15 mL). All organic layers were combined and washed with water (10 x 20 mL). Finally the organic layer was dried with MgSO4 and evaporated onto silica. The crude product was purified by column chromatography, eluting with 1:4 ethylacetate/dichloromethane, to produce the title compound as a moist white solid (118 mg, 55%) and 23 asa yellow solid (50 mg, 27%). Data for 22: m.p. 144-146 C; IR (neat) vmax (cm-1) 3232, 3071, 2918,2864, 2712, 2450, 2284, 2111, 2069, 1647, 1580, 1521; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H,NH), 8.11 (d, J = 8.1 Hz, ArH3), 7.97 (d, J = 8.7 Hz, ArH6), 7.68 (m, 3H, ArH4, ArH6, ArH5), 6.93(d, J = 8.7 Hz, ArH5), 6.81 (s, 1H, ArH3), 4.74 (s, 2H, CH2), 3.82 (s, 3H, OCH3) 3.96 (s, H, OH);13C{1H} NMR (101 MHz, CDCl3) delta 164.9 (C=O), 157.2 (C4), 146.8 (C2), 134.0 (C4), 133.2 (C1),132.7 (C1), 130.9 (C6), 129.5 (C2), 128.9 (C5), 125.3 (C6), 124.9 (C3), 113.8 (C5), 64.5 (CH2), 55.7(OCH3); HRMS (ESI, +ve) C15H14N2O5Na+ [MNa+] requires m/z 325.0795, found 325.0772. Data for 23: m.p. 135-137 C; IR (neat) vmax (cm-1) 3235, 3069, 2646, 2321, 2103, 1920, 1729, 1655,1523; 1H NMR (400 MHz, CDCl3) delta 8.30 (s, 1H, NH), 8.14 (d, J = 8.2 Hz, ArH), 7.84-7.81 (m, 2H,ArH), 7.75-7.61 (m, 6H, ArH), 7.03-6.98 (m, 2H, ArH), 5.36 (s, 2H, CH2), 3.83 (s, 3H, OCH3);13C{1H} NMR (101 MHz, CDCl3) delta 166.0, 165.7, 157.9, 148.0, 146.5, 134.1, 133.3, 133.0, 132.3, 130.8, 130.3, 129.1, 129.0, 128.8, 127.5, 127.0, 124.8, 124.0, 116.8, 115.9, 65.7, 55.7; HRMS (ESI,+ve) C22H17N3O8Na+ [MNa+] requires m/z 474.0928, found 474.0882.

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 55414-72-7, (2-Amino-5-methoxyphenyl)methanol.

Reference:
Article; Lizarme, Yuvixza; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Morris, Jonathan C.; Jones, Nicole M.; Hunter, Luke; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1480 – 1487;,
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