Month: July 2021

Application of 702-98-7, 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. 702-98-7, name is 2-Methyladamantan-2-ol. A new synthetic method of this compound is introduced below.

Comparative Example 1 Preparation of 2-methyl-2-adamantyl methacrylate from 2-methyl-2-adamantanol in the presence of triethyl amine 150 g (0.9 mole) of 2-methyl-2-adamantanol, 900 ml of tetrahydrofuran (THF) and 132 ml of methacrylic chloride were charged in a three neck flask, and stirred. The contents of the flask were cooled on an ice bath, and maintained at a temperature of not more than 10 C. 226 g of triethyl amine was slowly dropwise added to the resulting reaction mixture. After the mixture was reacted overnight at an ordinary temperature, iced water was portionwise added to the mixture. The reaction was further continued at -20 C. for 2 hours, and then at room temperature for one hour. An organic layer was separated from the mixture, washed with a saturated aqueous solution of sodium hydrogencarbonate and then with a saturated brine, and dried on anhydrous magnesium sulfate. The resulting product was concentrated to obtain 180 g of a raw product. Following concentration, the raw product was purified on a column of silica gel to obtain 161.4 g of a pure product (yield: 76.5%). An analysis of the thus obtained product indicated that the product was the target compound, i.e., 2-methyl-2-adamantyl methacrylate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-98-7, 2-Methyladamantan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Fujitsu Limited; US6248920; (2001); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 26021-57-8, 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 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol. This compound has unique chemical properties. The synthetic route is as follows.

c1) (S)-(3-((3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)oxy)pyrrolidin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone A stirred solution of 3,4-dihydro-2H-benzoxazin-6-ol (CAS registry 26021-57-8) (0.140 g, 0.926 mmol) in DMF (3 ml) was treated with sodium hydride (60% in mineral oil, 0.445 g, 1.111 mmol) at rt. After 10 min at rt, (R)-1-(tetrahydro-2H-pyran-4-carbonyl)pyrrolidin-3-yl methanesulfonate (0.283 g, 1.019 mmol) was added. The vial was capped and heated to 50 C. for 3 h. After this time, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (50 ml), and water (50 ml) was added. The organic layer was washed with a saturated NaCl solution (20 ml), dried with MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (DCM/methanol gradient) to provide the title compound as a grey amorphous solid. HPLC RtM10=2.07 min; ESIMS: 333 [(M+H)+]. 1H NMR (400 MHz, DMSO-d6): delta 6.55-6.50 (m, 1H), 6.15-6.11 (m, 1H), 6.07-6.00 (m, 1H), 5.77 (br s, 1H), 4.88-4.74 (m, 1H), 4.06-4.01 (m, 2H), 3.90-3.22 (m, 10H), 2.75-2.58 (m, 1H), 2.15-1.95 (m, 2H), 1.65-1.45 (m, 4H).

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 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 1875-88-3, 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.1875-88-3, name is 2-(4-Chlorophenyl)ethanol, molecular formula is C8H9ClO, molecular weight is 156.61, as common compound, the synthetic route is as follows.

General procedure: To a stirred solution of the Dess-Martin reagent (DMP) (1.5mmol) in CH2Cl2 (10mL) under nitrogen, the alcohol (1.0mmol) was added dropwise. The reaction mixture was stirred for 2h and subsequently quenched with saturated aqueous sodium thiosulfate (20mL). After 15min of stirring the layers were separated, the organic layer was washed with water (50mL) and brine (2×50mL) and the aqueous layer was washed with EtOAc (2×25mL). The combined organic layers were dried over Na2SO4, filtered and the solvent was removed under reduced pressure. The thus obtained semisolid was triturated with 10% EtOAc in hexanes. The solid was removed by filtration. The filtrate was concentrated under reduced pressure to yield the final product.

The chemical industry reduces the impact on the environment during synthesis 1875-88-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Eleftheriadis, Nikolaos; Poelman, Hessel; Leus, Niek G.J.; Honrath, Birgit; Neochoritis, Constantinos G.; Dolga, Amalia; Doemling, Alexander; Dekker, Frank J.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 786 – 801;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 31952-16-6, Adding some certain compound to certain chemical reactions, such as: 31952-16-6, name is 2,2-Dibenzylpropane-1,3-diol,molecular formula is C17H20O2, 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 31952-16-6.

To a solution of (PhCH2)2C(CH2OH)2 (14.4 g, 0.06 mol) in 40 mL of anhydrous pyridine at 0 C was added with stirring under an inert atmosphere 16 mL (26 g, 0.21 mol) of SOCl2 in ca. 2 h. The resulting mixture was refluxed for 2 h and then stirred at room temperature for 15 h. After cooling to 0 C, equal volumes of CH2Cl2 and water (200 mL each) were added to the reaction mixture. The separated organic layer was washed with an aqueous solution of HCl (pH 4) and then with distilled water. After the CH2Cl2 solution was treated with sodium sulfate, the solvent was removed under reduced pressure. To the resulting oily residue was added ethyl ether (30 mL) until an off-white solid precipitated, which was recrystallized from ethanol to give 10 g of crystalline (PhCH2)2C(CH2Cl)2 (61% yield). 1H NMR (CDCl3, 20 C, 200.13 MHz): d 7.5-7.2 (m, 10 H, Ph), 3.23 (s, 4 H,CH2Cl), 2.91 (s, 4 H, CH2Ph).

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. 31952-16-6, 2,2-Dibenzylpropane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CONSIGLIO NAZIONALE DELLE RICERCHE; EP941230; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 15258-73-8, name is (2,6-Dichlorophenyl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 15258-73-8

To a solution of H-2 (5.11 g, 20.0 mmol), PPh3 (5.30 g, 20.0 mmol), and 2,6-dichlorobenzylalcohol (3.54 g, 20.0 mmol) in dry THF (100 mL) at 0 C. under Ar is added DEAD (3.15 mL, 20.0 mmol). The reaction mixture is kept at 0 C. for 1.5 h and at rt for 1.5 h. It is concentrated to a residue, that is purified by silica flash chromatography (17:3 hexanes/EtOAc) to give 7.61 g of the title compound: TLC (1 7:3 hexanes/EtOAc) Rf 0.57; 1H NMR (CD3SOCD3, 300 MHz) delta 7.85 (1H), 7.62 (1H), 7.58-7.45 (3H), 5.34 (2H).

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, 15258-73-8, (2,6-Dichlorophenyl)methanol.

Reference:
Patent; Pharmacia & Upjohn Company; Tanabe Seiyaku Co., Ltd.; US6685617; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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.

10 g (calculated on the basis of the dry substance) of a Cu/Ni-based Raney catalyst (Degussa AG, BOO 111) was placed first as a suspension in water in a 600 ml autoclave with stirrer, pressure control valve and jacket heating and 75 g N-methyl-ethanolamine as well as 204 g of a 20% by weight sodium hydroxide solution were added. The autoclave was closed and the contents were heated to a temperature of 160 C. with the aid of the jacket heating. An increasing pressure of hydrogen was generated in this process which was kept at 10 bar (absolute) by the controlled opening of the pressure control valve. The release of gas was completely finished after 4 hours and the reactor was cooled to 90 C. After the stirrer was switched off, the catalyst sedimented within one hour and a portion of the supernatant clear solution of Na sarcosinate was moved from the autoclave through a plunge pipe. The catalyst remained in the reactor and could be used again in further batches.For each further cycle the suspension of catalyst remaining in the reactor was admixed with the said amounts of N-methylethanolamine and sodium hydroxide solution and the reaction was started by heating.With the exception of the initial batch, 270 g of a colourless solution of Na sarcosinate containing 40.0% by weight (corresponds to a yield of 97.2% of theory) was obtained per cycle.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; Thalhammer, Franz; Gastner, Thomas; US2009/163739; (2009); 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. 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-(2-(Benzyloxy)ethoxy)ethanol

Sodium hydride (4.08 g, 102 mmol) was added portionwise to an ice bath-cooled solution of 2-(2-(benzy- loxy)ethoxy)ethanol (9.14 mE, 51.0 mmol) in THF (200 mE) over 15 minutes. The reaction was stirred for 1 h after which time tert-butyl 2-bromoacetate (8.97 mE, 61.1 mmol) in THF (50 mE) was added dropwise over 1 h. The reaction was stirred at ice bath temperature for 3 hand quenched with ammonium chloride (50 mE). TBME (250 mE) was added and the organic layer washed with brine (2×200 mE). The organic layer was concentrated onto silica and the crude product was purified by chromatography on silica gel (220g column, 0-50% EtOAc/isohexane) to afford the sub-titlecompound (1.95 g) as a colourless oil. ?H NMR (400 MHz, DMSO-d6) oe 7.43-7.20 (m,5H), 4.50 (s, 2H), 3.99 (s, 2H), 3.66-3.47 (m, 8H), 1.42 (s,9H)

The synthetic route of 2050-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Respivert Limited; Topivert Pharma Limited; FYFE, Matthew Colin Thor; THOM, Stephen Malcolm; (88 pag.)US2017/291917; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 3637-61-4, Adding some certain compound to certain chemical reactions, such as: 3637-61-4, name is Cyclopentanemethanol,molecular formula is C6H12O, 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 3637-61-4.

Synthesis of methyl 3-(4-cyclopentylmethyloxyphenyl)Propionate (Intermediate 2) (Step e-1) A solution of cyclopentane-methanol (4.05 ml, Ald) in anhydrous tetrahydrofuran (henceforth abbreviated as “THF”, 40 ml) was added with triethylamine (6.49 ml, WAKO), added dropwise with methanesulfonyl chloride (3.48 ml, WAKO) under ice cooling and stirred for 30 minutes.The reaction mixture was added with water (50 ml) and extracted with diethyl ether (80 ml*2).The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure.A solution obtained beforehand by adding 60% sodium hydride (1.15 g, KANTO) to a solution of Intermediate 1 (4.50 g) in N,N-dimethylformamide (henceforth abbreviated as “DMF”, 35 ml) and stirring the mixture for 15 minutes under ice cooling was added with a solution of the aforementioned residue in DMF (10 ml) under ice cooling.The reaction mixture was stirred for 15 minutes, warmed to room temperature, then stirred for 45 minutes and further stirred at 60 C. for 15 hours.The reaction mixture was added with water (100 ml) and diethyl ether (200 ml) for extraction.The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride and saturated brine and dried, and the solvent was evaporated under reduced pressure.The residue was purified by flash column chromatography (hexane:isopropyl ether=9:1) to obtain the title compound (Intermediate 2, 5.58 g).

According to the analysis of related databases, 3637-61-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shoda, Motoshi; Kuriyama, Hiroshi; US2004/44258; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 346-06-5 ,Some common heterocyclic compound, 346-06-5, molecular formula is C8H7F3O, 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.

Adding a metal catalyst (1 mol%) to 10 mL of dried cuvettes,CPA (5 mol%) and activated 4A molecular sieve (100 mg) were sealed with a rubber stopper. Ventilation, replacing the air in the system with nitrogen. Through a syringe into a test tube Dichloromethane (1 mL) was added and stirred at -10 C. After that, the alcohol (1equiv), the diazonium compound (1equiv),1,3,5-triaryl-1,3,5-triazine (0.33 equiv) was dissolved in 1 mL of dichloromethane and slowly added to the reaction solvent with a peristaltic pump at a dropping rate of 1 mL/h.After the end of the dropwise addition, the stirring reaction was continued until the consumption of the diazo compound was completed.Stop the reaction,A small amount of the reaction solution was taken up by a capillary and purified by TLC for chiral HPLC analysis.Final purification by column chromatography (silica gel H, eluent:EA: PE = 1:200 to 1:50) gave the white solid product 5b. The yield was 81% and ee% = 94%.

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. 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Xing Dong; Che Jiuwei; Niu Li; Jia Shikun; Hu Wenhao; (107 pag.)CN109896969; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 15852-73-0, 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 15852-73-0, name is (3-Bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

3-Bromobenzyloxy)-tert-butyldimethylsilane :; A solution 3-bromobenzyl alcohol (7.1 g, 38 mmol) and tert-butyldimethylsilyl chloride (5.7 g, 38 mmol) in N, N- dimethylformamide (40 mL) was stirred at room temperature for 5 h. Water (40 mL) was added and the mixture was extracted with hexanes. The combined extracts were washed with 10% aqueous hydrochloric acid, saturated sodium bicarbonate, saturated sodium chloride, and dried over magnesium sulfate. The desired product was isolated after concentration and purification by silica gel chromatography (hexanes). ‘H NMR (CDC13) 7.48 (s, 1H), 7.34 (m, 1H), 7.24 (m, 2H), 4.72 (s, 2H), 0.95 (s, 9H), 0.11 (s, 6H).

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 15852-73-0, (3-Bromophenyl)methanol.

Reference:
Patent; AMGEN INC.; WO2005/70932; (2005); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts