Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 1074-61-9, (4-Vinylphenyl)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, SDS of cas: 1074-61-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 1074-61-9

Step A 1-Bromomethyl-4-vinyl-benzene Bromine (16.4 g, 103 mmol) was slowly added to a solution of triphenylphosphine (28.87 g, 110.1 mmol) in CH2Cl2 (260 mL) at 0 C. After 10 minutes, 4-vinylbenzyl alcohol (12.5 g, 93.3 mmol) was added and the reaction mixture was stirred at 0 C. for 2 h. The reaction mixture was washed with water (1*) followed by brine (1*). The organic solution was dried over MgSO4, filtered, and concentrated in vacuo. The product was triturated with petroleum ether (3*), and the ethereal solution was concentrated in vacuo. The residue was purified by flash chromatography (hexanes) to afford 4-vinyl-benzyl bromide (6.23 g). 1H NMR (400 MHz, CDCl3) delta7.32-7.45 (m, 4H), 6.72 (dd, 1H), 5.77 (d, 1H), 5.28 (d, 1H), 4.50 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1074-61-9, (4-Vinylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US6344485; (2002); B1;,
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Synthetic Route of 25392-41-0, Adding some certain compound to certain chemical reactions, such as: 25392-41-0, name is 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one,molecular formula is C10H7ClO3, 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 25392-41-0.

Take the above crude product (2g, 9.50mmol) in a 200ml single-necked flask.Add 1N NaOH solution (100ml),The solution immediately turns thick yellow,The above solution was placed in an oil bath and heated at reflux for 2 h.After the reaction,Cool to room temperatureThe pH was adjusted to 2-3 with concentrated sulfuric acid, and the resulting solution was extracted with ethyl acetate (30 ml x 4).Combine the organic phase,Wash with saturated brine (20ml x 2)Drying with anhydrous sodium sulfate,filter,The filtrate was evaporated under reduced pressure to give a tan brown columnar crystal of 1.3 g, and the crude yield was 71.2%.The above crude product (1 g, 5.20 mmol) was suspended in 10 ml of methanol.0.5ml concentrated sulfuric acid was added dropwiseAfter dripping, the temperature is increased to reflux for about 4 hours.After the reaction,Remove methanol under reduced pressureThe residual liquid is poured into 30 ml of water,Extract with ethyl acetate (20ml×3)Combine the organic phase,Wash with saturated sodium bicarbonate solution (15ml×2)Saturated brine (15ml x 2) washes,Drying with anhydrous sodium sulfate,filter,The filtrate was evaporated under reduced pressure to give a tan oil.Column chromatography (petroleum ether/ethyl acetate, 80:20, v/v) gave 0.75 g of a pale yellow solid in 70% yield.

According to the analysis of related databases, 25392-41-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Huang Wenlong; Qian Hai; Li Zheng; Wang Xuekun; Jiao Lei; Qiu Qianqian; (29 pag.)CN105017242; (2018); B;,
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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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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. Formula: C8H9BrO

A mixture of 2-(4-bromophenyl)ethan-1-ol (60 g, 300 mmol), BISPIN (84 g, 330 mmol), KOAc (90 g, 900 mmol) and PdC (dppf) (6.6 g, 9 mmol) in 1 ,4-dioxane (600 ml) was stirred under N2at 85C for 16 h. The RM was cooled to RT, filtered, the filtrate was concentrated and the residue purified by chromatography on silica gel eluting with EtOAc in petroleum ether (from 0 to 30%) to afford of the title compound as an oil (100 g).Method J: Rt = 1.87 min, [M+NH4]+= 266.

With the rapid development of chemical substances, we look forward to future research findings about 4654-39-1.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; LORBER, Julien; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (178 pag.)WO2019/186343; (2019); A1;,
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Synthetic Route of 929-06-6, Adding some certain compound to certain chemical reactions, such as: 929-06-6, name is 2-(2-Aminoethoxy)ethanol,molecular formula is C4H11NO2, 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 929-06-6.

To a round-bottomed flask containing dichloromethane (15 mL), 2-(2-aminoethoxy)ethanol1 (1.580 g, 15.03 mmol) was added. The solution was kept in ice bath (0 C). A dichloromethanesolution (9 mL) containing di-tert-butyl dicarbonate (3.726 g, 17.07 mmol) was added dropwise (25 min)to the round-bottomed flask. The progress of this amine protection reaction could be convenientlymonitored using TLC. The reaction was carried out at room temperature for 6.5 h.After the reaction, the mixture was washed first with 10 wt% citric acid (10 mL), then10 wt% NaHCO3 (10 mL 2), and finally with water (10 mL). The organic layer collected wasdried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residuewas purifed by column chromatography (ethyl acetate /hexane = 1:3, v/v) to aord tert-butyl(2-(2-hydroxyethoxy)ethyl)carbamate (2.646 g, 86% yield) as colorless liquid.

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. 929-06-6, 2-(2-Aminoethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Hsin-Yi; Chu, Yen-Ho; Molecules; vol. 25; 1; (2020);,
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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. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, 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: (2,6-Dichlorophenyl)methanol

To a solution of 2,6-dichlorobenzyl alcohol (22 mg, 0.13 mmol, 1.0 eq) in tetrahydrofuran (1.5mL) was added sodium hydride (25 mg, 0.99 mmol, 7.8 eq) and the resulting reaction mixturewas stirred at 23 C. After 10 minutes a solution of 4-{5-[3-chloro-4- (dimethylcarbamoyl)phenylj -3-cyanopyridin-2-yl } piperazine- 1 -carbonyl chloride (55 mg, 0.13 mmol, 1.0 eq) in dichloromethane (1.5 mL) was added and the reaction mixture was stirred at 23C for 16 hours. The excess sodium hydride was quenched with the dropwise addition of water(0.15 mL), the mixture was concentrated and the residue was dissolved in DMSO and purified byreverse phase liquid chromatography (Gemini-NX C18, 5 jim, 30 x 100 mm column; 0-100%CH3CN/H20 gradient w/ 0.10% TFA present) to yield 2,6-dichlorobenzyl 4-{5-[3-chloro-4-(dimethylcarbamoyl)phenylj -3-cyanopyridin-2-yl } piperazine- 1 -carboxylate. ?H NMR (400MHz, CD3OD): oe 8.69 (d, J = 2.5 Hz, 1 H); 8.29 (d, J = 2.5 Hz, 1 H); 7.79 (d, J = 1.7 Hz, 1 H);7.67 (dd, J = 8.0, 1.7 Hz, 1 H); 7.48-7.33 (m, 4 H); 5.44 (s, 2 H); 3.85-3.58 (m, 8 H); 3.13 (s, 3H); 2.92 (s, 3 H). LRMS m/z (M+H) 572.2 found, 572.1 required.

With the rapid development of chemical substances, we look forward to future research findings about 15258-73-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; RUDD, Michael, T.; BRNARDIC, Edward, J.; KIM, Yuntae; MEISSNER, Robert, S.; RADA, Vanessa; STACHEL, Shawn, J.; ZERBINATTI, Celina, V.; (125 pag.)WO2017/83216; (2017); A1;,
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Related Products of 6920-22-5 , The common heterocyclic compound, 6920-22-5, name is Hexane-1,2-diol, molecular formula is C6H14O2, 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 1 – Deoxydehyd ration of 1,2-decanediol In the following examples, unless something else is stated, 40 mmol of diol, 2.0 mmol of catalyst (5 mol%, calculated with respect to the amount of vanadium), 500 mg of hexadecane (internal standard), and 100 ml of solvent were mixed in a 300 ml PTFE cup and placed in a 400 ml autoclave with a magnetic stir bar and computer-controlled heating plate. The autoclave was sealed, pressurized with 10-25 bar of H2, N2, or CO and heated to 230 C for 1000 min (corresponding to ~ 16 h at the reaction temperature); the temperature typically stabilized between 225 and 235 C. When the system had cooled to room temperature, the pressure was released, the reaction mixture was filtered to remove a black precipitate and analyzed by GC (for determination of conversion and yields) and GC-MS (for observation and identification of other products). Comparison of solvents A number of primary or secondary monohydric Ci-Cio alcohol solvents were tested together with NH4V03 as the catalyst. In addition, their performance was compared to that of acetone and hexane as solvents. The yields of 1-decene (C=C), 2-decanone (C=0), 2-decanol (2OH), and 1-decanol (lOH) are provided below in Table 1. It is evident that using a primary or secondary monohydric Ci-Cio alcohol as the solvent results in a better selectivity of 1-decene than any of the comparative solvents.

The synthetic route of 6920-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANMARKS TEKNISKE UNIVERSITET; DETHLEFSEN, Johannes Rytter; FRISTRUP, Peter; (30 pag.)WO2016/101958; (2016); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 534-03-2, 2-Aminopropane-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, HPLC of Formula: C3H9NO2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C3H9NO2

Compound 2. Methylated lithocholic acid (1) (1.5 g, 3.8 mmol), serinol (0.41 g, 4.6 mmol), 1-hydroxybenzotriazole monohydrate (HOBt) (0.61 g, 4.6 mmol) was dissolved in anhydrous DMF (30 mL). 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl) (0.87 g, 4.55 mmol) was added in small portions at 0 C. and the resulting solution left stirring at room temperature for 20 h. The solution was taken up with EtOAc (100 mL) and was washed successively with a 1 M aqueous NaHCO3 solution (100 mL), a 0.1 M aqueous HCl solution (100 mL) and brine (2×100 mL). Then the organic layer was dried with anhydrous Na2SO4 and the solvent was removed by rotary evaporation. The reaction mixture was precipitated with ether (100 mL) and the resulting solid was collected and dried in vacuo to afford amide-containing diol (2) as a white solid (1.60 g, 91%). This product was used for next reaction without further purification. 1H NMR (300 MHz, CDCl3): delta 6.86 (d, J=7.9 Hz, 1H), 3.88-3.80 (m, 4H), 3.76-3.64 (m, 2H), 3.64-3.52 (m, 2H), 3.36 (s, 3H), 3.26-3.12 (m, 1H), 2.34-2.21 (m, 1H), 2.17-2.05 (m, 1H), 1.98-1.50 (m, 9H), 1.48-0.94 (m, 16H), 0.94-0.84 (m, 6H), 0.65 (s, 3H); 13C NMR (75 MHz, CDCl3): delta 175.4, 80.7, 61.4, 56.5, 56.0, 55.4, 52.5, 49.3, 49.0, 48.7, 48.4, 42.8, 42.1, 40.4, 40.2, 35.9, 35.6, 35.2, 34.9, 32.7, 31.8, 28.2, 27.3, 26.7, 26.4, 24.2, 23.4, 20.8, 18.3, 12.0; MS (MALDI-TOF): calcd. for C28H49NO4 [M+Na]+ 486.3554, found 486.3570.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,534-03-2, 2-Aminopropane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; Gellman, Samuel Helmer; Chae, Pil Seok; Kobilka, Brian; Rasmussen, Soren; US2013/266656; (2013); A1;,
Alcohol – Wikipedia,
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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.647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, molecular formula is C8H5F13O, molecular weight is 364.1, as common compound, the synthetic route is as follows.HPLC of Formula: C8H5F13O

Weigh 2.2 g of succinic anhydride in a 250 ml dry anhydrous three-necked flask.After filling with nitrogen for 10 min, the air in the flask and a small amount of water in the reaction system were replaced.80 ml of anhydrous ethylene glycol dimethyl ether was added to the reaction system.After pyridine 0.15ml, the temperature was raised to 75 C, 7.28 g of trifluoro-n-octanol and 40 ml of ethylene glycol dimethyl ether were gradually added dropwise to the reaction system, and the addition process was carried out to ensure that the temperature of the reaction system was controlled at 65-75 C, and the addition was completed. Rear,The reaction was maintained at 75 C for 18 h, and the reaction was stopped after 18 h.After the reaction, a certain amount of saturated NaHCO3 was added to the reaction system, and the succinic acid monoester acid was converted into a sodium salt dissolved in water. Then, a certain amount of ethyl acetate is poured into the reaction system, and unreacted fluoroalcohol, succinic anhydride and the reaction to form a succinic acid diester are dissolved in the organic phase, and the monoester acid is dissolved in the aqueous phase, and the aqueous phase is separated.The obtained aqueous phase is placed in an ice water bath, acidified with concentrated hydrochloric acid, and extracted with a certain amount of ethyl acetate, and the extract is dried with a certain amount of anhydrous magnesium sulfate.Distillation under reduced pressure gave a purer succinic acid monoester acid. The synthetic route is as follows:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Han Tuo Optical Materials Co., Ltd.; Fu Zhiwei; Song Hongbo; Dai Junyan; Ran Ruicheng; Mao Guoping; (23 pag.)CN108997182; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 4728-12-5 , The common heterocyclic compound, 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, 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 stirred suspension of pyridinium chlorochromate (1.1 g) and diatomaceous earth (10 g) in dichloromethane (10 mL) was added (2,2-dimethyl-1,3-dioxan-5-yl)methanol (0.5 g) as a solution in dichloromethane (3 mL) dropwise. The mixture was stirred at room temperature for 2 hours. The suspension was filtered through diatomaceous earth and washed with ethyl acetate. The crude product was filtered through silica gel and concentrated to give the title compound. 1H NMR (501 MHz, chloroform-d) delta ppm 9.89 (s, 1H), 4.28? 4.17 (m, 4H), 2.42? 2.32 (m, 1H), 1.49 (s, 3H), 1.39 (s, 3H). MS (ESI) m/e 305.9 (2M+NH4)+.

The synthetic route of 4728-12-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Alcohol – Wikipedia,
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Electric Literature of 34957-73-8, 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 34957-73-8 as follows.

Step 2; 9-Oxo-nonanoic acid methyl ester; To a solution of 5.2 g (28 mmol) 9-Hydroxy-nonanoic acid methyl ester in 350 mL DCM is added 9.1 g (41 mmol) Pyridinium chlorochromate and the reaction is stirred for 15 h at rt. The reaction is diluted with DCM, silica is added, the mixture is filtered through a pad of Hyflo and thoroughly washed with DCM. The solvent is removed in vacuo to give the title compound as a green oil, which is used without further purification. MS (method D): 204 [M+H2O]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,34957-73-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/101665; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts