Tag: M.W=100-200

4541-15-5 ,Some common heterocyclic compound, 4541-15-5, molecular formula is C12H18O2, 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.

Preparation of Intermediate 1a: 5-(benzyloxy)pentyl methanesulfonate. [0387] Et3N (10.79 mL, 78 mmol) was added in one portion by syringe to a solution of 5-Benzyloxy-1 -pentanol (10.08 g, 51 .9 mmol) in DCM (75 mL) in a round bottom flask charged with a magnetic stir bar at 0C under N2. Next, MsCI (4.85 mL, 62.3 mmol) was added dropwise by syringe in 4 separate portions at a rate such that the internal temperature did not exceed 15C. The reaction was allowed to continue to stir for 1 hour, after which it was diluted with H20 (200 mL) and DCM (150 mL). The organic layer was separated, and the aqueous layer was washed with DCM (225 mL). The combined organic layers were washed with brine (200 mL), dried with Na2S04, filtered, and concentrated under reduced pressure to provide the title compound as a crude orange oil (14.46 g, 99%). [0388] Mass spectroscopy (“MS”) (m+1 ) = 272.9.

According to the analysis of related databases, 4541-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BYERS, Crystal; CAPLAN, Shari Lynn; GAMBER, Gabriel Grant; HAHM, Seung; HELDWEIN, Kurt Alex; SPLAWSKI, Igor; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95351; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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, 623-50-7, blongs to alcohols-buliding-blocks compound. 623-50-7

To a solution of compound 1 (200 g, 1.92 mol) in DCM (dichloromethane, 2L) was added TBDPSi-CI (tert-butyldiphenylsilyl chloride, 527 g, 1 .92 mol) and the mixture was stirred at room temperature for 20 min untill it dissolved. Then imidazole (261.9 g, 3.85 mol) was added portionwise over 20 min. The resulting mixture was stirred at room temperature for 5 h. To the mixture was added sat.NFUCI (2L), and the aqueous layer extracted with DCM. The combined organics were washed with brine, dried over anhydrous Na2SC”4 and concentrated in vacuum. The resulting crude product was purified by silica-gel column (petroleum ether:acetic acid ethyl ester (PE:AcOEt = 80:1 ) to give 300 g of compound 2 (yield 47.6%). H-NMR (CDCIs): delta= 7.68-7.70 (m, 4H), 7.26-7.43 (m, 6H), 4.23 (s, 2H), 4.14 (q, J= 6.8 Hz, 2H), 1 .22 (t, J= 6.8 Hz, 3H), 1 .09 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-50-7, its application will become more common.

Reference:
Patent; BASF SE; MICHROWSKA-PIANOWSKA, Anna, Aleksandra; KORDES, Markus; HUTZLER, Johannes; NEWTON, Trevor, William; EVANS, Richard, Roger; KREUZ, Klaus; GROSSMANN, Klaus; SEITZ, Thomas; KLOET, Andree van der; WITSCHEL, Matthias; PARRA RAPADO, Liliana; LERCHL, Jens; WO2013/104561; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

19064-18-7, 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. 19064-18-7, name is (2,6-Difluorophenyl)methanol. A new synthetic method of this compound is introduced below.

Example 178 (R)-2-Ethyl-piperazine-1-carboxylic acid 2,6-difluoro-benzyl ester This compound was prepared from (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester and 2,6-difluorobenzylalcohol via (R)-2-ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-benzyl)ester according to the procedures described in Example 177 to give the product as a yellowish oil (69 mg); MS (ISP): 285.2 (M+H)+.

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. 19064-18-7, (2,6-Difluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A common compound: 5339-85-5, name is 2-(2-Aminophenyl)ethanol,molecular formula is C8H11NO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 5339-85-5

General procedure: A test tube (25 mL) wascharged with 2-aminophenethyl alcohol 1? (0.5 mmol, 1 equiv), aldehyde 2?? (0.75mmol, 1.5 equiv), AgOTf (0.025 mmol, 5 mol%), HOTf (0.05 mmol, 10 mol%), and toluene (3 mL) were added. Themixture was stirred at 120 oC in air for 12 hours, thereaction was cooled down to room temperature, the mixture was quenched by sat.aq. NaHCO3, and diluted with 10 mL dichloromethane and washed with10 mL H2O. The aqueous layer was extracted twice withdichloromethane (10 mL) and the combined organic phase was dried over Na2SO4.After evaporation of the solvents, the residue was purified by silica gelchromatography (hexane/AcOEt = 30:1).

With the rapid development of chemical substances, we look forward to future research findings about 5339-85-5.

Reference:
Article; Xu, Xuefeng; Zhang, Xu; Liu, Wenming; Zhao, Qiang; Wang, Zhiqiang; Yu, Lintao; Shi, Fu; Tetrahedron Letters; vol. 56; 24; (2015); p. 3790 – 3792;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A common compound: 13401-56-4, name is 3-Chloro-2,2-dimethylpropan-1-ol,molecular formula is C5H11ClO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 13401-56-4

Example 1; :3-iodo-2,2-dimethyl-1-propandioxolane (formula (IVA))A); Preparation according to scheme 5: a) 3-iodo-2,2-dimethyl-propanol (formula (VI): X=I (VIC)): 80 g (0.53 mol) of dry Nal and 5 g (0.03 mol) of K2CO3 are added under argon to a solution of 50 g (0.4 mol) of 3-chloro-2,2-dimethyl-1-propanol (formula VIA) in 75 ml of DMF. The mixture is stirred at reflux for 8 hours. The reaction mixture is subsequently brought to room temperature and diluted by addition of 500 ml of water. The organic phase is extracted with 1050 ml of ethyl acetate, washed with a saturated aqueous solution of Na2SO3, then with a 250 ml of a saturated solution of sodium bicarbonate dried over 60 g of anhydrous magnesium sulfate and evaporated to give crude compound of formula (VIC). H1RMN delta ppm : 0.97 (s,6H,CH3); 2.48 (s, broad, OH) ; 3.17 (s, 2H, CH2); 3.37 (s,2H, CH2). 13C RMN delta ppm : 20.3 (CH2l); 23.7 (2C,CH3); 35.5 (q, 1C) ; 69.7 (CH20)

With the rapid development of chemical substances, we look forward to future research findings about 13401-56-4.

Reference:
Patent; Merck Sante; EP1591434; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 929-06-6

To the solution of dioxane (40 mL), H20 (20 mL) and NaOH ( 20 mL; 1 M) was added 2-(2- aminoetoxy) ethanol. The reaction mixture was cooled to 0C and di-t-Bu dicarbonate ( 4,8 g) was added. The mixture was stirred for 30 min at 0C, and then the stirring was continued for 2 hours at room temperature. In next 3 hours two portion of di-t-Bu dicarbonate ( 2x 0,22 g) were added. The mixture was stirred over night at room temperature and then concentrated (20-30 mL). EtOAc (60 mL) was added to the solution and pH was adjusted to 2.5. Aqueous layer was extracted with EtOAc (3×20 mL). Organic layers was washed with H2O (3×30 mL), dried over KzC03 and evaporated in vacuum to give 3,7 g of the title product as oil.

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, 929-06-6, 2-(2-Aminoethoxy)ethanol.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/108412; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

35364-79-5, 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. 35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, 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.

PREPARATION 14 Preparation of 3,4-dichlorophenethyl bromide STR37 Phosphorus tribromide (2.17 g) was added, dropwise, to a solution of 3,4-dichlorophenethyl alcohol (4.26 g) in carbon tetrachloride (30 ml). The mixture was stirred at room temperature for 10 minutes then heated under reflux for 2 hours. 5% Aqueous sodium carbonate (10 ml) was added dropwise and the mixture was extracted with dichloromethane (3*70 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a yellow oil which was purified by column chromatography on silica eluding with dichloromethane containing hexane (30% down to 0%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a colourless oil, yield, 1.8 g. 1 H-N.M.R. (CDCl3) delta=7.50-7.30 (m, 2H); 7.15-7.05 (m, 1H); 3.65-3.50 (t, 2H); 3.20-3.10 (t, 2H) ppm.

The chemical industry reduces the impact on the environment during synthesis 35364-79-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Inc.; US5340831; (1994); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts