Category: alcohols-buliding-blocks

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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Take 0.94 mL of cyclobutylmethanol to a round bottom flask containing 5 mL of DMF and add 240 mg of sodium hydride.The reaction was for 30 min; Intermediate BYS-2 (100 mg, 0.32 mmol) was added and reacted at room temperature for about 2 h.The dot plate shows that the reaction is complete. Post-processing:Slowly drip the reaction solution into ice water.Dilute hydrochloric acid to adjust the pH to about 7, there is a solid precipitation, filtration and drying,Column chromatography eluted with a gradient of dichloromethane and methanol,Column purification gave 75 mg of product as a white solid. Calculated,The yield is 65%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Huang Zhishu; Rao Yong; Xu Zhao; Hu Yutao; Yu Hong; Gao Lin; (34 pag.)CN107721982; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

597-31-9, 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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.

Synthesis of 2,2-dimethyl-3-hydroxypropanal 73.6 g, 2-butyl-2-ethyl-1,3-propanediol 111.8 g, benzene 705g to particulate Nafion (trade name “NR-50”, Sigma-Aldrich put the Ltd.) 3.0 g round bottom flask 2L,while azeotroping with benzene produced water under normal pressure, allowed to react until distillation of water stopped and withdrawn out of the system using a Dean-Stark apparatuss. Filtration, concentrated by vacuum distillation, 2- (5-butyl-5-ethyl-1,3-dioxan-2-yl) -2-methylpropan-1-ol was obtained in a yield of 99%.

The chemical industry reduces the impact on the environment during synthesis 597-31-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY INCORPORATED; IKENO, TAKETO; YOKOBORI, UMI; SATO, HIDEYUKI; TSUJIMOTO, TOMOO; (27 pag.)JP2016/13988; (2016); A;,
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402-63-1 , The common heterocyclic compound, 402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, 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 1-Fluoro-3-(1-(4-nitrophenoxy)-ethyl)-benzene Prepared in analogy to example 16a) from 1-(3-fluoro-phenyl)-ethanol (Balasubramanian et al., Synth. Commun., 1994, 24 (8), 1049) and 4-nitrophenol. Yellow oil. Yield=77%. MS: m/e=261.2 (M+).

According to the analysis of related databases, 402-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jolidon, Synese; Rodriguez Sarmiento, Rosa Maria; Thomas, Andrew William; Wyler, Rene; US2003/232883; (2003); A1;,
Alcohol – Wikipedia,
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4415-82-1 , The common heterocyclic compound, 4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, 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 solution of cyclobutylmethanol (25 g, 290 mmol) in CH2Cl2 (200 mL) and pyridine (100 mL) was added 4-(dimethylamino)pyridine (1.8 g, 14.5 mmol) followed by p-toluenesulfonyl chloride (55.3 g, 290 mmol). The mixture was allowed to stir at ambient temperature for 20 hours then quenched with 5% aqueous HCl (30 mL). The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á15 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by column chromatography (SiO2, 75% hexanes in EtOAc) afforded the title compound (50.8 g, 211 mmol, 73% yield). MS (DCI/NH3) m/z 258 (M+NH4)+

According to the analysis of related databases, 4415-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 702-82-9, name is 3-Aminoadamantan-1-ol, the common compound, a new synthetic route is introduced below. 702-82-9

A mixture of 4.89 parts of Salt (I-9), 1.67 parts of a compound represented by the formula (IV-2) and 50 parts of acetonitrile was stirred at 23 C. for 5 hours. The mixture was concentrated and then, 30 parts of chloroform and 15 parts of ion-exchanged water were added to the residue obtained. The mixture obtained was separated to obtain an organic layer. The organic layer was washed with 15 parts of ion-exchanged water and then, concentrated. The residue obtained was dissolved in 20 parts of acetonitrile, and the solution obtained was concentrated. To the residue, 20 parts of ethyl acetate was added. The mixture obtained was concentrated.The residue obtained was mixed with 20 parts of tert-butyl methyl ether. The mixture obtained was stirred and then, the supernatant solution was removed. The residual layer was concentrated, and the residue obtained was mixed with 20 parts of ethyl acetate. The mixture obtained was stirred and the supernatant solution was removed. The residual layer was concentrated to obtain 4.75 parts of the salt represented by the formula (B1-22).Yield: 81% based on Salt (I-9)Yield: 81% based on the salt represented by the formula (II-1).

The synthetic route of 702-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2011/201823; (2011); A1;,
Alcohol – Wikipedia,
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2854-16-2, Adding a certain compound to certain chemical reactions, such as: 2854-16-2, 1-Amino-2-methylpropan-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, 2854-16-2, blongs to alcohols-buliding-blocks compound.

To a solution of 2-bromo-5-chlorobenzaldehyde (1 g, 4.56 mmol) in methanol (20 mL) wasadded 1-amino-2-methylpropan-2-ol (0.406 g, 4.56 mmol) and 1 N NaOH (0.5 mL, 0.500 mmol) under nitrogen atmosphere. NaBH4 (0.345 g, 9.11 mmol) was added portion wise over 10 mm at 0 00 and stirred at ambient temperature for 72 h. The reaction mixture was evaporated underreduced pressure before was purified with flash chromatographyy to afford 1 -((2-bromo-5-chlorobenzyl)amino)-2-methylpropan-2-ol (1 g, 3.39 mmol, 74.4 percent yield). LC-MS m/z 291 .9 (M+H), 1 .62 mm (ret. time).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; KERNS, Jeffrey K.; YAN, Hongxing; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; BOEHM, Jeffrey Charles; WOOLFORD, Alison Jo-Anne; (250 pag.)WO2016/203401; (2016); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, 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, 558-42-9, blongs to alcohols-buliding-blocks compound. 558-42-9

To a solution of 4-hydroxy-3,5-dimethylbenzonitrile (2.00 g, 13.5 mmol) and 1-chloro-2-methyl propan-2-ol (8.85 g, 81.5 mmol) in ethanol (50 mL) was added potassium carbonate (7.5 g, 54 mmol) and water (5 mL). The reaction mixture was stirred at reflux for 24 h and cooled to room temperature. The precipitated solid was filtered off and washed with water. The solid was dissolved in ethyl acetate (100 mL), washed with water (50 mL), brine (50 mL), and dried over anhydrous Na2SO4. Removal of solvent gave 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.9 g, 97percent) as a white solid.To a solution of 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.90 g, 13.2 mmol) in anhydrous DMF (20 mL) was added imidazole (2.7 g, 40 mmol) and tert-butyidimethylsilylchloride (2.19 g, 14.6 mmol). The reaction mixture was stirred at room temperature under nitrogen for 3 d. Water (200 mL) was added and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed with water (2.x.100 mL) and brine (100 mL), and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude compound was purified by column chromatography to give 4-[2-(tert-butyidimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (2.24 g, 54percent). N-Butyl lithium (6.2 mL, 6.6 mmol, 1.6 M solution in hexanes) was added to a solution of 2,4-dimethoxy-6-N-dimethylbenzamide (0.9 g, 4.3 mmol) in anhydrous THF (10 mL) drop-wise at -10¡ã C. over a period of 10 min under nitrogen. The stirring was continued at 0¡ã C. for 1 h. The reaction mixture was cooled to -50¡ã C. A solution of 4-[2-(tert-butyldimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (1.58 g, 4.73 mmol) in anhydrous THF (5 mL) was quickly added. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature. The stirring was continued at room temperature for 1 h. An aqueous ammonium chloride solution (10 mL) was added followed by ethyl acetate (100 mL). The organic layer was separated, washed with water (10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude compound was purified by column chromatography (silica gel 230-400 mesh; 0-5percent methanol in CH2Cl2 as eluent) to give 3-{4-[2-(tert-butyidimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylphenyll-6,8-dimethoxy-2H-isoquinolin-1-one (0.82 g, 37percent), as a white solid.The above compound (0.42 g, 0.82 mmol) was dissolved in anhydrous THF (20 mL). Tetrabutylammonium fluoride (4.1 mL, 1.0 M solution in THF) was added at 0¡ã C. The reaction mixture was stirred at 0¡ã C. for 10 min, then at room temperature for 2 h and then stirred at 70¡ã C. for 24 h. The mixture was cooled to room temperature. Saturated aqueous ammonium chloride (30 mL) was added. The organic layer was separated, washed with water, brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel 230-400 mesh; 0-4percent methanol in CH2Cl2 as eluent) to give 3-(4-(2-hydroxy-2-methylpropoxy)-3,5-dimethylphenyl)-6,8-dimethoxyisoquinolin-1(2H)-one (0.15-g, 46percent), as a white solid. Selected data: MS (ES) m/z: 397.98; MP 252-254¡ã C. at decomposition.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

10213-78-2, 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. 10213-78-2, name is 2,2′-(Octadecylazanediyl)diethanol, molecular formula is C22H47NO2, 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.

In a two-necked flask equipped with 35.8 g of N, N-dihydroxyethyl octadecylamine, 13.3 g of DMT0 and 6.2 g of boric acid , The reaction was carried out for 8 hours. After the completion of the reaction, the organic solvent was removed under reduced pressure to obtain 38.6 g of a reddish brown viscous compound of the hydroxyalkylated heterocyclic borate ester with BPTT as the main product Liquid, the yield of 100%. The total yield was 74.35%.

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. 10213-78-2, 2,2′-(Octadecylazanediyl)diethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Jiao Tong University; Li, Zhipeng; Zhang, yawen; Li, Jianchang; Ren, Tianhui; (22 pag.)CN103601748; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

78573-45-2, 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. 78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Example 2: Synthesis of 3-[3-(trifluoromethyl)phenyl]-propionaldehyde (II) A solution of compound (V) (1.0 g, 4.90 mmol) in dichloromethane (20 ml) is cooled in water / ice bath, treated in succession with DMSO (770 mg, 9.80 mmol) and P2O5 (1.39 g, 9.80 mmol) and left under stirring for 30 minutes, while temperature raises to 20C. The reaction mixture is then cooled in water / ice bath and triethylamine (2.4 ml, 17.15 mmol). The resulting solution is kept under stirring while temperature raises to 20C. After one hour the mixture is treated with 5% HCl, the phases are separated and the organic one is further washed with 5% HCl. The organic phase is then washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure, to afford 0.99 g of the aldehyde of formula (II) in quantitative yield. 1H NMR (300 MHz, CDCl3), ppm: 9.83 (t, 1H, J 0.9 Hz), 7.48-7.38 (m, 4H), 3.02 (t, 2H, J 7.2 Hz), 2.82 (m, 2H).

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 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol.

Reference:
Patent; Dipharma Francis S.r.l.; EP2327684; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Some common heterocyclic compound, 575-03-1, molecular formula is C10H5F3O3, 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.575-03-1

take 2.3g (O. Olmol) 4-trifluoromethyl _7_ hydroxy coumarin in a round bottom flask, followed by adding 3.5g (0 ¡¤ 025mol) K2C03, 0 ¡¤ 33g (0 ¡¤ OOlmol) Tetrabenzo Ammonium bromide, and 30mL of acetone, magnetic stirring to make it mix well, and then add 0.02g KI as a catalyst;2. The mixed solution was heated at 60¡ãC under stirring, after 15 min 1.6 mL (0.015 mol) of 1-Bromobutane was added, then stirred and refluxed for 6h, TCL monitered the progress of the reaction.3. After the reaction, the filtrate was filtered to remove insolubles such as potassium carbonate, and concentrated by rotary evaporation to give crude product d-1, which was recrystallized from ethanol / water to give compound d-1,4-trifluoromethyl-7- Lutein.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 575-03-1.

Reference:
Patent; (19 pag.)CN107674055; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts