Author: tianli

Synthetic Route of 62058-03-1, 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 62058-03-1 as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)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, Computed Properties of C7H9NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H9NO

To a solution of (4-aminophenyl)methanol (2.0 g, 16.2 mmol) from step A and DMAP (0.40 g, 3.2 mmol)in DCM (50 mL) was added dropwise acetic anhydride (7.6 mL, 81.0 mmol) at 0 0C over 30 min. After stirring under nitrogen for 30 min, the solution was concentrated and extracted with DCM twice. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated. Column chromatography on silica (20% EA in PE) afforded the title compound as white solid (3.35 g, 100%). 1H NMR (CDCl3, 300 MHz): delta 7.51 (d, J = 8.1 Hz, 2H), 7.31 (d, J = 8.1 Hz, 2H), 5.05 (s, 2H), 2.16 (s, 3H), 2.08 (s, 3H). MS (ESI, Pos. 1.5 kV) m/z 230.0 (M+Na)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-04-1, (4-Aminophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI TARGETDRUG CO., LTD.; AVEXA LIMITED; WO2009/92293; (2009); A1;,
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Related Products of 110-73-6 ,Some common heterocyclic compound, 110-73-6, molecular formula is C4H11NO, 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 14; test-butyl [2-(4-{1-(2,4-dichlorophenyl)-4-methyl-3-[(piperidin-1-ylamino)carbonyl]-1H- pyrazol-5-vl} phenoxy . ethyllethvlcarbamate; Step A: tert-butyl ethyl(2-hydroxyethyl)carbamate; Di-tert-butyl dicarbonate (3.19 g, 14.6 mmol) in THF (10 ml) was added to 2- (ethylamino) ethanol (1.00 g, 11.2 mmol) and reacted at room temperature for 3 hours. The solvent was evaporated at reduced pressure to give the crude product (2.28 g). 1H NMR (499.961 MHz) 8 3.71-3. 65 (br, 2H), 3.55-3. 35 (br, 1H), 3.35-3. 30 (br, 2H), 3. 30- 3.20 (br, 2H), 1.43 (s, 9H), 1.07 (t, 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. 110-73-6, 2-(Ethylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/80343; (2005); A2;,
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Related Products of 2867-59-6, 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. 2867-59-6, name is 3-Aminobutan-1-ol, 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.

Part B;Triethylamine (73.5 g, 726 mmol) and the material from Part A were added to a solution of 7-bromo-4-chloro-3-nitroquinoline (34.8 g, 121 mmol, U.S. patent application publication no. US 2004/0147543, Example 1, Parts A through D) in DMF (300 mL), and the reaction mixture was stirred overnight at room temperature. Additional triethylamine (48.97 g, 67.46) and t°t-butyldimethylsilyl chloride (40.1 g, 266 mmol) were then added, and the reaction was stirred for two hours at room temperature and filtered. The filtrate was concentrated under reduced pressure, and the residue was dissolved in chloroform. The solution was washed twice with a 2:1 mixture of saturated aqueous sodium bicarbonate and water and three times with 10% aqueous sodium carbonate and then concentrated under reduced pressure. The resulting oil was passed through a plug of basic alumina to provide (7-bromo-3-nitroquinolin-4-yl)-[3-(tert-butyldimethylsilanyloxy)-l- methy lpropy 1] amine .

According to the analysis of related databases, 2867-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/74003; (2006); A2;,
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Related Products of 402-63-1, 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 402-63-1 as follows.

Example 97 1-(3-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (97 mg) was added to toluene/triethylamine = 10/1 (10 ml), and the mixture was heated under reflux to prepare asolution. A solution of triphosgene (150 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-fluoro-alpha-methylbenzyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (111 mg, yield 68%). 1H-NMR (CDCl3, 400 MHz): 8.41 – 8.47 (1H, m), 8.12 (1H, s), 7.55 – 7.62 (3H, m), 6.86 – 7.38 (7H, m), 6.65 (1H, d, J = 6.6 Hz), 5.88 (1H, 1, J = 6.6 Hz), 4.14 (3H, s), 4.08 (3H, s), 1.60 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 463 (M++1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,402-63-1, its application will become more common.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Electric Literature of 702-82-9, Adding some certain compound to certain chemical reactions, such as: 702-82-9, name is 3-Aminoadamantan-1-ol,molecular formula is C10H17NO, 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 702-82-9.

1) A mixed solution of 3-amino-1-adamantanol and 1-chloroacetyl-2-cyanopyrrolidine in a solvent was mixed with a suspension of a base and a catalyst and then preheated by a preheater;2) The preheated mixture enters the tubular reactor, the residence time of the material in the tubular reactor is 60min, and then the reaction liquid withdrawn from the tubular reactor is collected and filtered, washed and purified to obtain the product.The process parameters are as follows:The preheater temperature is 70 C, the tube reactor temperature is 70 C, and the flow rate of the material in the line is 0.5 m / s.The molar ratio of 3-amino-1-adamantanol to 1-chloroacetyl-2-cyanopyrrolidine was 2: 1,3-amino-1-adamantanol was 0.13 g / ml, 1-chloro The concentration of acetyl-2-cyanopyrrolidine was 0.068 g / ml, the molar ratio of potassium carbonate to 1-chloroacetyl-2-cyanopyrrolidine was 1: 1, the amount of potassium iodide was the same as that of 1-chloroacetyl The molar ratio of 2-cyanopyrrolidine was 0.5: 1, and the reaction solvent was 2-butanone.Under this operating condition, the yield of the Viglitin reaction was 85% and the amount of the disubstituted compound was 4.5%.

According to the analysis of related databases, 702-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceutical Group Tsingtao Guofeng Pharmaceutical Co., Ltd.; Liu Zhenyu; Lu Weishen; Zu Jinxiang; Lv Yiqiang; Zhou Zhenyu; (7 pag.)CN104311467; (2017); B;,
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Synthetic Route of 13330-96-6, 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.13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, molecular weight is 117.19, as common compound, the synthetic route is as follows.

General procedure: To a solution of 6-substituted pyridazinone 9 (0.5 mmol) in DMF (10 mL) was added Cs2CO3 (0.55 mmol). An appropriately substituted nitro benzyl chloride (0.52 mmol) was added and the resulting mixture was stirred at 40-50 C for 3 h, the solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), which was then washed with brine (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product, 2-nitrobenzyl-6-substituted-pyridazin-3(2H)-one (10), was used in the next step without further purification. To a solution of 10 in 95 % ethanol (50 mL) was added acetic acid (10 mmol) followed by slow addition of iron powder (2 mmol). The resulting mixture was stirred for 5 h at 100 C. The mixture was then filtered through celite and the filter cake was washed with 95 % ethanol (3 × 15 mL). The combined ethanol filtrates were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 × 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one (11) as a yellow solid, which was used without further purification. To a stirred solution of 11 and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding alcohol (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight, diluted with dichloromethane (15 mL) and washed with water (3 × 20 mL). The organic phases were separated, combined, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by using column chromatography to afford the corresponding product.

Statistics shows that 13330-96-6 is playing an increasingly important role. we look forward to future research findings about 4-(Dimethylamino)butan-1-ol.

Reference:
Article; Xing, Weiqiang; Ai, Jing; Jin, Shiyu; Shi, Zhangxing; Peng, Xia; Wang, Lang; Ji, Yinchun; Lu, Dong; Liu, Yang; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 302 – 312;,
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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. 647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol. A new synthetic method of this compound is introduced below., Safety of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol

To a solution of the perfluoroalkyl alcohol (10 mmol) in 10 mLof dry THF, was added sodium hydride (60% 1.4 equiv. dissolved in 2 mL of dry THF in oil) at 0 C under nitrogen atmosphere. The mixture was stirred for 30 min. Then 1.35 g (10 mmol) of henylisothiocyanate was added. The reaction mixture was allowed to warm to room temperature and stirred for 3 h. The mixture was quenched with saturated aqueous ammonium chloride. The aqueous layer was washed with diethyl ether and the combined organic layers were dried over Na2SO4. The solvent was removed by vacuum evaporation and the crude products were purified with column chromatography on silica gel (70-230 meshes) using petroleum ether/diethyl ether (8:2) as eluent or recrystallized in cyclohexane to give the corresponding O-perfluoroalkyl thiocarbamate.

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, 647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol.

Reference:
Article; Chniti, Ines; Sanhoury; Chehidi; Journal of Fluorine Chemistry; vol. 156; (2013); p. 101 – 105;,
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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. 19819-98-8, name is 2-(o-Tolyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 19819-98-8

To a stirred solution of tert-butyl 4-([(5-chloro-2-hydroxybenzoyl)amino]methyl}benzoate (step 1 of the synthetic procedure of example 1-4, 0.21 g, 0.58 mmol), 2-(2-methylphenyl)ethanol (0.16 g, 1.2 mmol) and triphenylphosphine (0.30 g, 1.2 mmol) in tetrahydrofuran (5 mL) was added di-tert-butyl azodicarboxylate (0.27 g, 1.2 mmol) at room temperature. After being stirred overnight, the reaction was quenched by the addition of sodium bicarbonate aqueous solution. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine, dried (magnesium sulfate), and evaporated. The remaining residue was purified by flush column chromatography on silica gel eluding with hexane/ethyl acetate (5/1) to afford 0.21 g (76%) of the title compounds as a colorless oil: 1H-NMR (CDCl3) 8.20 (1H, d, J=2.8 Hz), 7.99 (1H, t, J=5.9 Hz), 7.91 (2H, d, J=8.2 Hz), 7.38 (1H, dd, J=8.7, 2.8 Hz), 7.25 (2H, d, J=8.2 Hz), 7.16-7.03 (4H, m), 6.93 (1H, d, J=8.7 Hz), 4.52 (2H, d, J=5.9 Hz), 4.34 (2H, t, J=6.8 Hz), 3.04 (2H, t, J=6.8 Hz), 2.25 (3H, s), 1.59 (9H, s); MS (ESI) m/z 480 (M+H)+.

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, 19819-98-8, 2-(o-Tolyl)ethanol.

Reference:
Patent; Pfizer Inc; US2005/250818; (2005); A1;,
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Reference of 3637-61-4 ,Some common heterocyclic compound, 3637-61-4, molecular formula is C6H12O, 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.

The toluene 4-sulfonic acid cyclopentyl methyl ester was prepared by adding p- Toluenesulfonyl chloride (3.6 mmol, 684 mg) to a solution of CYCLOPENTANEMETHANOL (3 mmol, 300mg) and pyridine (3ml) in dichloromethane (3ml). The resulting mixture was stirred for 2 1/2 hours at room temperature, then diluted with DICHLOROMETHANE and washed sequentially with HCI (1 M solution) and a saturated solution of NA2CO3. The organic layer was then dried over MgSO4 and evaporated to give the TOLUENE-4-SULFONIC acid cyclopentyl methyl ester.1H NMR (CDCI3) delta 1.17 (2H, m), 1.53 (4H, m), 1.69 (2H, m), 2.20 (1H, m), 2.45 (3H, s), 3.89 (2H, d), 7.34 (2H, d), 7.78 (2H, d).

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. 3637-61-4, Cyclopentanemethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/39753; (2004); A2;,
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