Month: March 2021

Synthetic Route 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.

Step B: 5-Bromo-4-methyl-2-benzofuran-l(3H)-one: To a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of ThalliumTrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. 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 RT. Analysis by LC showed a formation of product within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to provide the title compound

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.; TANG, Haifeng; PIO, Barbara; CHOBANIAN, Harry, R.; WO2013/62900; (2013); A1;,
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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 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H14O

REFERENCE EXAMPLE 2 1,3,3-trimethyl-3,4-dihydroisoquinolin To conc. sulfuric acid (10 ml) was added a solution of 2-methyl-1-phenylpropan-2-ol (7.0 g) and acetonitrile (1.62 ml) in benzene (7.0 ml) dropwise and the mixture was stirred for 24 hours at room temperature.The mixture was neutralized by adding to a mixture of ice and a saturated aqueous solution of sodium bicarbonate dropwise, and it was extracted with ethyl acetate twice.The extract was dried over anhydrous magnesium sulfate and was concentrated under reduced pressure.The residue was dissolved in ether and was extracted with 1 N hydrochloric acid and 2N hydrochloric acid.The extract was washed with ether and to the mixture was added 5N aqueous solution of sodium hydroxide and was extracted with ether twice.The extract was washed with water and a saturated aqueous solution of sodium chloride successively, and dried over anhydrous magnesium sulfate and was concentrated under reduced pressure to give the title compound (2.53 g) having the following physical data. TLC: Rf 0.22 (hexane:ethyl acetate=2:1); NMR (CDCl3): delta 7.48 (dd, J=7.5, 1.5 Hz, 1H), 7.35 (dt, J=1.5, 7.5 Hz, 1H), 7.30-7.25 (m, 1H), 7.14 (d, J=7.5 Hz, 1H), 2.69 (s, 2H), 2.38 (s, 3H), 1.20 (s, 6H).

With the rapid development of chemical substances, we look forward to future research findings about 100-86-7.

Reference:
Patent; Ogawa, Mikio; Takaoka, Yoshikazu; Ohhata, Akira; US2004/77643; (2004); 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.100058-61-5, name is 3-(Benzyloxy)cyclobutanol, molecular formula is C11H14O2, molecular weight is 178.23, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

Step 2. 3-(benzyloxy)cyclobutyl methanesulfonate [0641] A 100-mL round-bottom flask was charged with 3-(benzyloxy)cyclobutanol (1.83 g, 10.3 mmol), dichloromethane (20 mL) and triethylamine (2.15 mL, 15.4 mmol), and the solution was cooled to 0 C. Methanesulfonyl chloride (1.20 mL, 1.77 g, 15.4 mmol) was added dropwise, and the resulting solution stirred for 30 min at 0 C. The reaction mixture was poured into water (30 mL) and extracted with dichloromethane (2 x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 3-(benzyloxy)cyclobutyl methanesulfonate (2.60 g, 99%) as a light yellow solid. MS (ESI, pos. ion) m/z 257[M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100058-61-5, 3-(Benzyloxy)cyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
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Adding a certain compound to certain chemical reactions, such as: 397323-70-5, (2-Amino-3-bromophenyl)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, 397323-70-5, blongs to alcohols-buliding-blocks compound. Formula: C7H8BrNO

Step 2.; The benzylic alcohol (3.56g, 17.7 mmol) was taken up in DCM (80 mL) and treated with manganese dioxide (35g). The heterogeneous mixture was stirred at room temp for Ih, filtered and concentrated to provide the aldehyde (3.27g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,397323-70-5, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; WO2007/11658; (2007); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 616-29-5, 1,3-Diaminopropan-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, Formula: C3H10N2O, blongs to alcohols-buliding-blocks compound. Formula: C3H10N2O

Boc-protected bisamino alcohol 2. A solution of bis-amine 1 (3.00 g, 33.3 mmol) was dissolved in a minimal amount of water (1 mL) and added to a solution of di-tert-butyl dicarbonate (16.0 g, 73.3 mmol) in dioxane (400 mL). The reaction mixture was stirred for 24 hours at room temperature under nitrogen. The solvent was removed under reduced pressure. The resulting solid was dissolved in dichloromethane (300 mL), washed with water (300 mL), dried over MgSO4, and filtered. The solvent was removed under reduced pressure to afford a white solid. The white solid was washed with ether and filtered (9.18 g, 98%). 1H NMR (CDCl3): delta 5.34-5.30 (br, 2NH, 2H), 4.03 (s, 1H, OH), 3.73-3.68 (m, 1H, CH), 3.18-3.14 (m, 4H, 2CH2,), 1.39 (s, 18H, 6CH3). 13C NMR (CDCl3): delta 157.2, 79.71, 70.67, 43.46, 28.39.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Tew, Gregory; Madkour, Ahmad E.; Lienkamp, Karen; Musante, Ashlan Marie; US2010/317870; (2010); A1;,
Alcohol – Wikipedia,
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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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, 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: Methyl 2-hydroxy-3-phenylpropanoate

EXAMPLE 17 (R)-2-[2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenoxy]-3-phenyl-propionic acid methyl ester Diethylazodicarboxylate (DEAD, 0.077 mL, 1.15 mmol) was added to a stirred, room temperature suspension of 2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenol (0.250 g, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.208 g, 1.15 mmol), triphenylphosphine (0.302 g, 1.15 mmol) in benzene (3 mL) under a dry nitrogen atmosphere. Dissolution occurred and the solution was heated in an 80 C. oil bath for 16 h. More diethylazodicarboxylate (DEAD, 0.039 mL, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.104 g, 0.576 mmol) and triphenylphosphine (0.151 g, 0.576 mmol) were added and the solution was stirred an additional 4 h. Upon cooling to room temperature, the reaction mixture was diluted with ether and silica gel was added. The reaction mixture was concentrated and the silica adsorbate was flash chromatographed (98:2 petroleum ether:ethyl acetate) to provide the title compound as a white solid (0. 293 g, 85%): NMR (CDCl3): delta 7.89 (dd, J=8, 1 Hz, 1H), 7.85 (ddd., J=8, 1, 1 Hz, 1H), 7.64 (d, J=2 Hz, 1H), 7.63 (d, J=2 Hz, 1H), 7.47 (dd, J=9, 8 Hz, 2H), 7.41-7.17 (m, 8H), 5.13 (dd, J=8, 6 Hz, 1H), 3.71 (s, 3H), 3.55 (dd, J=7, 4 Hz, 1H), 3.53 (dd, J=8, 4 Hz, 1H); MS (EI): [M+], 2 bromine isotope pattern, 594 (20%), 596 (40%) 598 (25%); Anal. Calc. for C28H20Br2O3S: C, 56.39, H, 3.38, N, 0.00. Found: C, 56.27, H, 3.21, N, 0.09.

With the rapid development of chemical substances, we look forward to future research findings about 13674-16-3.

Reference:
Patent; American Home Products Corporation; US6001867; (1999); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 62037-46-1, 1-Amino-3-chloropropan-2-ol hydrochloride, 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, 62037-46-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C3H9Cl2NO

The reaction flask was charged with 116.8 g of compound II (0.80 mol)191.8 g of Boc2O (0.88 mol) and 1500 ml of methanol, stirred,And 1200 ml of an aqueous solution containing 80.6 g of sodium hydrogencarbonate (0.96 mol)And then reacted at room temperature for 3 hours. After the reaction was complete, the methanol was removed by concentration,The residue was extracted with 2000 ml of methylene chloride and the dichloromethane layer was washed with water,And finally dried over anhydrous sodium sulfate; filtered, the filtrate was concentrated to dryness,174.3 g of an oil was obtained, and 1200 ml of petroleum ether was added to the oil to freeze the crystals,The filter cake was washed with petroleum ether to give 161.7 g of the white solid, compound III; mp 48-51 C, molar yield: 96.71% (calculated as compound II).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Reference:
Patent; Changzhou Ruibo Biological Technology Co., Ltd.; Wei Feng; Wu Zongquan; Ge Erpeng; (12 pag.)CN104292222; (2017); B;,
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Reference of 583-03-9, 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.583-03-9, name is 1-Phenylpentan-1-ol, molecular formula is C11H16O, molecular weight is 164.24, as common compound, the synthetic route is as follows.

At room temperature, in a 50 ml round-bottom flask is sequentially added in the 1 – benzene amyl alcohol (0.164 g, 1 mmol), benzoic acid (0.183g, 1.5 mmol), NBS (0.356g, 2 mmol) and 1, 4 – dioxane (2 ml). In the 60 C stirring 1 hour, then adding DBU (0.304 g, 2 mmol), continue to reaction 4 hours (TLC detection reaction). Then, stopping the reaction, concentrated under reduced pressure, to obtain crude product. Finally petroleum ether and ethyl acetate mixed eluent flushing, rapid column chromatography (silica gel column) to obtain the corresponding product alpha – acyloxy ketone compound (yellow liquid 0.260g, yield 92%).

The chemical industry reduces the impact on the environment during synthesis 583-03-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Qufu Normal University; Wang, Hua; Wei, Wei; Zhu, Minghui; Cui, Huanhuan; (19 pag.)CN106518663; (2017); 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. 534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, 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: C3H9NO2

To a solution of compound 1 (20.0 g) in H20 (100 mL) were added Na2C03 (78 g) and compound 2 (21.5 g). The reaction mixture was stirred at rt for 16 h. Compound 3 (15.0 g, yield 58%) was obtained after standard work up procedure as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 534-03-2.

Reference:
Patent; SYNBLIA THERAPEUTICS, INC.; XIE, Yinong; BABISS, Lee, E.; (89 pag.)WO2019/89422; (2019); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 303043-91-6, 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.303043-91-6, name is 3-Fluoro-2-methoxybenzenemethanol, molecular formula is C8H9FO2, molecular weight is 156.1543, as common compound, the synthetic route is as follows.

a 1-(Chloromethyl)-3-fluoro-2-methoxy-benzene A solution of 3-fluoro-2-methoxy-benzenemethanol (WO 20000419) (0.50 g) and thionyl chloride (0.47 ml) in dichloromethane (30 ml) was stirred for 2 hours then concentrated in-vacuo to give the subtitled compound, which was used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis 303043-91-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bonnert, Roger; Gardiner, Stewart; Hunt, Fraser; Walters, Iain; US2003/55250; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts