Category: alcohols-buliding-blocks

Synthetic Route of 5208-93-5, 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 5208-93-5 as follows.

Analogously to example 11, vinylionol in DMF or NMP was reacted firstly with tBuOOH. The resulting reaction was then further reacted in accordance with the details in table 2 with a base to give the end product of the formula I (R?H). The yields are given in table 2:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5208-93-5, its application will become more common.

Reference:
Patent; BASF SE; Ernst, Hansgeorg; Puhl, Michael; Benson, Stefan; Siegel, Wolfgang; US2013/116473; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 34626-51-2, 5-Bromopentan-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, name: 5-Bromopentan-1-ol, blongs to alcohols-buliding-blocks compound. name: 5-Bromopentan-1-ol

Condensation of a-bromo aldehyde with 2,4-diamino-4-oxo-pyrimidine 19 is the key step in the synthesis of compounds 9-11 as outlined in Scheme 1 and Scheme 2. Commercially available alcohol 14 was coupled to the corresponding phenyl esters and oxidized to the corresponding aldehydes 17a and 17b (Scheme 1).-? Alcohol 24 was coupled to the appropriate phenyl ester to afford the aldehyde 25 (Scheme 2). The aldehydes were reacted with Br2 in dioxane to give the desired a-bromoaldehydes?2 18a, 18b (Scheme 1) and 26 (Scheme 2) and immediately reacted with 2,4-diamino-6-hydroxypyrimidine 19 to cyclize to the 5-substituted pyrrolo[2,3-d]pyrimidines 20a, 20b (Scheme 1) and 27 (Scheme 2).? Hydrolysis of the esters provided the free acids 21 a, 2 lb and 28. Subsequent peptide coupling with diethyl L-glutamate using the activating agents N-methyl morpholine and 2,4-dimethoxy-6-chlorotriazine, afforded the diesters 22a, 22b and 29. Saponification of the diesters yielded the final compounds 9-11 of this invention.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; DUQUESNE UNIVERSITY OF THE HOLY SPIRIT; WAYNE STATE UNIVERSITY; GANGJEE, Aleem; MATHERLY, Larry H.; (43 pag.)WO2016/22881; (2016); A1;,
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Related Products of 144-19-4, Adding some certain compound to certain chemical reactions, such as: 144-19-4, name is 2,2,4-Trimethyl-1,3-pentanediol,molecular formula is C8H18O2, 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 144-19-4.

238. 5g of 2, 2, 4-trimethyl-1, 3-pentanediol was placed (TMPD, 1.631 mol) in a 2-13- neck round-bottom flask. To this was added 205.7g DMC (2.283 mol, 40% excess) and 2.2g zinc stearate. The reaction flask was equipped with a thermocouple temperature probe, magnetic stirbar, and a 1″wide, 10″long vacuum-jacketed, silvered column packed with HastelloyG) B, atop which was placed a variable reflux K-head and condenser. The system was purged by bubbling nitrogen into the reaction mixture for 45 minutes prior to being heated. While under an atmosphere of nitrogen, the mixture was heated slowly to 100- 105C. After 30 minutes of heating, the boiling mixture began to reflux at an overhead temperature of 62-64C. The methanol byproduct/DMC azeotrope (typically a 70/30 wt/wt mixture of methanol/DMC) was removed at a reflux to takeoff ratio of between 3: 1 and 8: 1. After 2 hours of continuous heating, the temperature of the reaction mixture slowly began to rise, reaching 150-155C over the course of the next 15.5 hours as methanol was removed from the system. At this point, 37.9g DMC and 79.2g methanol (75.9% of total expected) had been removed from the reaction. The reaction mixture was then cooled to 60C and a vacuum was slowly introduced in order to remove unreacted DMC and additional methanol by-product. During this time, the temperature of the mixture was slowly increased. After 3 hours, the reaction mixture had been warmed to 90-95C and the system pressure had been reduced to 1.0-2. 0 mmHg. The system pressure was then further reduced to 0.5-1. 0 mmHg and the temperature of the mixture increased to 130C. Unreacted TMPD was preferentially removed from the reaction at an overhead temperature of 80-95C followed by distillation of the carbonate product 4-isopropyl-5, 5-dimethyl-1, 3-dioxan-2-one at an overhead temperature of 95-110C. Several cuts were taken during the distillation and analyzed by GC with the following results; Based on the above results (assuming actual wt. % is approximately equal to GC area %), reaction yield = 73.5%.

According to the analysis of related databases, 144-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUNTSMAN PETROCHEMICAL CORPORATION; WO2003/89424; (2003); A1;,
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Application of 629-41-4, 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 629-41-4 as follows.

In a 2 L three-opening bottle into the 1, 8 – octandiol (250 g, 1.712 muM), toluene (1000 ml), 48% hydrogen bromide (231 ml, 2 . 054 muM, 1.2 eq), heating to 110 C reflux 30 hours. Added 48% hydrogen bromide (84 ml, 0 . 753 muM, 0 . 44 eq), heating reflux for 20 hours, GC detection with a small amount of residues of raw materials. Cooling to the room temperature plus 500 ml petroleum ether dilution, liquid […] bromic acid, organic phase are saturated sodium bicarbonate (400 ml × 2) and saturated brine (400 ml × 2) cleaning, dried with anhydrous sodium sulfate. Turns on lathe does 8 – bromine propyl butyl-carbinol 318 g, yield 83%, direct throws down the step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,629-41-4, its application will become more common.

Reference:
Patent; Changzhou University; He Jiayi; Xia Ran; Wu Linsheng; Hu Xiwen; Jin Xinyu; Chen Ke; Li Yuan; Qiu Lin; Chen Xin; (8 pag.)CN109796336; (2019); A;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of (2-Amino-3-chlorophenyl)methanol

EXAMPLE 100 Preparation of 2-benzyloxymethyl-6-chloroaniline This material was prepared from 2-amino-3-chlorobenzyl alcohol and benzyl bromide by the general procedure outlined in Example 98. The product was purified by Kugelrohr distillation to yield an oil, b.p. 118-125 C. (0.1 mm). The product was characterized by IR and 1 H NMR spectroscopy.

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, 61487-25-0, (2-Amino-3-chlorophenyl)methanol.

Reference:
Patent; The Dow Chemical Company; US4818273; (1989); A;,
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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. 20712-12-3, name is (2-Amino-5-bromophenyl)methanol, molecular formula is C7H8BrNO, 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. SDS of cas: 20712-12-3

A mixture of (2-amino-5-bromophenyl)methanol (10 g, 49.5 mmol) and MnO2 (25.8 g, 296.6 mmol) in CH2Cl2 (400 mL) was stirred at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated to give the title compound as a light yellow solid (8 g, 81percent), which was directly used in next step without further purification. MS (ES+) C7H6BrNO requires: 199, found: 200, 202 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 20712-12-3.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Bifulco, Jr., Neil; DiPietro, Lucian V.; Miduturu, Chandrasekhar V.; (41 pag.)US9695165; (2017); B2;,
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Reference of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol. A new synthetic method of this compound is introduced below.

Step A: (9H-fluoren-9-yl)methyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate (11- 1) To a stirred solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (1.00 g, 5.17 mmol) in DCM (15 mL) was added 9-fluorenylmethyl chloroformate (1.34 g, 5.17 mmol) and triethylamine ( 1.08 mL, 7.76 mmol). The resulting solution was stirred at room temperature for 10 minutes. The reaction was concentrated onto silica gel and flash column separation using a 0-10% isopropanol/ dichloromethane gradient gave 11-1 as an oil (1.43 g, 66%) LRMS (ES) (M+H)+ : observed = 416.1, calculated = 415.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86770-74-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP; AMBRX, INC; GARBACCIO, Robert, M.; KERN, Jeffrey; BRANDISH, Philip, E.; SHAH, Sanjiv; LIANG, Linda; SUN, Ying; WANG, Jianing; KNUDSEN, Nick; BECK, Andrew; MANIBUSAN, Anthony; GATELY, Dennis; WO2015/153401; (2015); A1;,
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Application of 27129-87-9, 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. 27129-87-9, name is (3,5-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below.

The 0.91 g (0.0067 muM) of 3, 5 – dimethyl benzoic alcohol and 0.4 g of the dispersed GO – Ti 10 ml in tetrahydrofuran, and in the oil bath heated to 70 C, 1 . 89 g (0.0167 muM) of 30 wt % aqueous hydrogen peroxide solution in tetrahydrofuran is slowly added, keeping the temperature reaction 5 h, by HPLC detection, 3, 5 – dimethylphenyl methanol conversion rate is 91.3%, 3, 5 – dimethyl formaldehyde selectivity of 98.2%. After filtering to remove the catalyst concentrated filtrate, separation by silica gel column chromatography to obtain 3, 5 – dimethyl benzaldehyde 0.85 g, yield: 94.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27129-87-9, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Wang Qinghe; Cheng Maosheng; Ma Wenxi; Tong Qiaolin; Wang Shicheng; (8 pag.)CN108395369; (2018); A;,
Alcohol – Wikipedia,
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Related Products of 7287-82-3, 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 7287-82-3, name is 1-(2-Methylphenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

1-(o-Tolyl)ethanol (513 mg, 3.77 mmol, commercially available from, for example, Alfa Aesar) was dissolved in DCM (5 mL) and stirred at 0 C under N2. PBr3 (0.142 mL, 1.507 mmol) wasadded dropwise and the reaction stirred for 30 mm at 0 C, then allowed to slowly warm to rt. A further portion of PBr3 (0.355 mL, 3.77 mmol) was added dropwise at rt and the reaction stirred for1.5 h. The solution was quenched with sat. aq. sodium bicarbonate (20 mL), the aqueous layer was extracted with DCM (3 x 20 mL) and the combined organic layers were dried over a hydrophobic frit and concentrated to give (+/-)-1-(1-bromoethyl)-2-methylbenzene (670 mg, 2.69 mmol, 71.5 %yield) as a colourless oil.1H NMR (400 MHz, DMSO-d6) O ppm 7.54 – 7.60 (m, 1 H) 7.15 – 7.27 (m, 3 H) 5.62 (q, J=6.8 Hz, 1 H) 2.37 (5, 3 H) 2.03 (d, J=6.8 Hz, 3 H)

According to the analysis of related databases, 7287-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
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Synthetic Route of 2009-83-8 , The common heterocyclic compound, 2009-83-8, name is 6-Chlorohexan-1-ol, molecular formula is C6H13ClO, 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.

A three-necked reactor equipped with a condenser and a thermometer was charged with hydroquinone 104.77 g (0.9515 mol), 100 g (0.7320 mol) of 6-chlorohexanol, 500 g of distilled water and 100 g of o-xylene were added. While stirring the whole volume, 35.15 g (0.8784 mol) of sodium hydroxide was further added in small portions over 20 minutes so that the temperature of the contents did not exceed 40 C. After completion of the addition of sodium hydroxide, the contents were heated and the reaction was further carried out under reflux conditions (96 C.) for 12 hours After completion of the reaction, the temperature of the reaction solution was lowered to 80 C., 200 g of distilled water was added, and then the reaction solution was cooled to 10 C. to precipitate crystals. Precipitated crystals were separated by solid-liquid separation by filtration, and the obtained crystals were washed with 500 g of distilled water and vacuum dried to obtain 123.3 g of brown crystals. Analysis of this brown crystal by high performance liquid chromatography revealed that the content ratio (molar ratio) of the compound contained in the brown crystal is (hydroquinone / intermediate K / by-product K = 1.3 / 90.1 / 8. 1). This mixture was directly used for step 2 without purification.

The synthetic route of 2009-83-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; KIRIKI, SATOSHI; (83 pag.)JP2017/206490; (2017); A;,
Alcohol – Wikipedia,
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