Tag: M.W=100-200

623-50-7, 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 623-50-7, name is Ethyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

2- Chloro 3-pyridine carbonitrile (1, 2.0 g, 1 equiv.), Cs2C03 (14.2 g, 3 equiv.) and ethyl glycolate (1.5 mL, 1.2 equiv.) were placed in a flask under inert atmosphere. Dry toluene and DBU (4.3 mL, 2 equiv) were added and the suspension was heated at 80 C for 24 h with vigorous stirring. The reaction mixture was cooled to RT, and then water and EtOAc were added. The organic layer was seperated and was washed with water before being dried over anhydrous Na2S04 and concentrated in vacuo. Purification was done by column chromatography on silica gel using 10-40% EtOAC: hexane as a mobile phase to get product 2 (1.5 g, 50%) as a white solid. *H NMR (CDC13, 400 MHz): delta 8.51 (dd, / = 5.0, 2.0 Hz, 1H), 7.96 (dd, / = 8.0, 2.0 Hz, 1H), 7.23-7.28 (m,1H), 4.44 (q, / = 7.0 Hz, 2H), 4.01 (br, s, 2H), 1.44 (t, / = 7.0 Hz, 3H); ESI-MS: nt/z 229.05 [M+Na]+

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 623-50-7, Ethyl 2-hydroxyacetate.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; BHARATE, Sandip Bibishan; BHUSHAN, Shashi; MOHAMMED, Shabber; GURU, Santosh Kumar; BHARATE, Sonali Sandip; KUMAR, Vikas; MAHAJAN, Girish; MINTOO, Mubashir Javed; MONDHE, Dilip Manikrao; VISHWAKARMA, Ram; (37 pag.)WO2017/90058; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

431-38-9 , The common heterocyclic compound, 431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol, molecular formula is C3H6F3NO, 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 solution of 130mg intermediate ii, 101 mg 3-amino-1,1,1-trifluoropropan-2-ol, 224mg HATU and 0.21 mL ethyldiisopropylamine in 10 mL of DMF was stirred at room temperature for 14 hours. Then the reaction was quenched by water, and the mixture was extracted with dichloromethane two times. The combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was subjected to flash chromatography (dichloromethanemethanol gradient with up to 2% methanol) to yield 160 mg 6-(4-chlorophenyl)-2-(1 -methyl-i,3,3-trifluoro-2-hydroxypropyl)-2 ,3-di hydropyridazi ne-4-carboxamide.1H-NMR (400 MHz, CDCI3): 6 [ppm] = 3.70-3.79 (m, 1H); 3.93 (ddd, 1H); 3.98 (s, 3H); 4.21-4.28 (m, 1 H); 4.64 (br s, 1 H); 7.49 (d, 2H); 7.85 (d, 2H); 8.11 (s, 1 H); 8.31 (s, 1 H); 8.66 (s, 1i0.15(bt,1H).

According to the analysis of related databases, 431-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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. 124-76-5, name is Isoborneol. A new synthetic method of this compound is introduced below., 124-76-5

Then, using 1-methyl-AZADO synthesized, the activities thereof as an oxidation catalyst were estimated in the same manner using various secondary alcohols specified in Tables 2 and 3. As for the reaction conditions, the catalyst amount was 0.01 eq. in CH2Cl2, and KBr (0.1 eq.), n-Bu4NBr (0.05 eq.) and NaOCl (1.4 eq.) were further added, and the reaction was carried out under ice cooling. The reaction time was 20 minutes. After completion of the reaction, the percent yield of each product was determined. The percent yield was calculated by the formula: (actual yield, i.e., the amount of product)/(theoretical yield, i.e., calculated from the amount of consumed starting material) x 100 (%). For comparative examples, runs were carried out under the same reaction conditions using TEMPO, and each comparative yield was calculated. The results thus obtained are shown in Tables 2 and 3. Table 2 [Show Image] Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-1[Show Image] 84 83 2-2[Show Image] 91 5 2-3[Show Image] 99 16 2-4[Show Image] 93 15 2-5[Show Image] 100 8 2-6[Show Image] 100 12Table 3 Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-7[Show Image] 99 84 2-8[Show Image] 92 68 2-9[Show Image] 89 0 2-10[Show Image] 88 0 2-11[Show Image] 91 5 In the case of secondary alcohols having a relatively simple steric configuration (e.g. Test No. 2-1 and No. 2-7), the use of 1-methyl-AZADO of the invention as an oxidation catalyst and the use of TEMPO for comparison both gave target products in high yields. On the other hand, in the case of secondary alcohols having a sterically bulky, complicated structure, it was found that the use of 1-methyl-AZADO of the invention resulted in rapid oxidation, giving target products in high yields, whereas the use of TEMPO for comparison gave target products only in low yields. In view of such results, it is evident that 1-methyl-AZADO is a catalyst useful as an oxidation catalyst not only for primary alcohols but also secondary alcohols.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124-76-5, Isoborneol, and friends who are interested can also refer to it.

Reference:
Patent; TOHOKU UNIVERSITY; EP1775296; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

349-95-1, 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. 349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

Acetophenone (120mg, 1mmol), cat.1 (5.4mg, 0.01mmol, 1.0mol%), cesium carbonate (33mg, 0.1mmol,0.1equiv.), 4- trifluoromethylbenzyl alcohol (194mg, 1.1mmol) and tert-amyl alcohol (ImL) were sequentially added to a round bottom flask 5mLin. After the reaction mixture was refluxed in air for six hours, cooled to room temperature. The solvent is removed by rotary evaporation, then purified by column chromatography(Eluent: petroleum ether / ethyl acetate) to give pure target compound, yield: 84%

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. 349-95-1, (4-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.)CN105439787; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2050-25-1, 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. 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

2-(2-Benzyloxyethoxy)ethanol [44] (1, 12.96 g, 66 mmol) and succinic acid anhydride (8.12 g, 81.1 mmol) were dissolved in CH2Cl2 (200 ml), and DMAP (9.95 g, 81.4 mmol) was added. The solution was stirred at ambient temperature for 1 h. Then AcOH (1 ml) was added and the mixture was evaporated under reduced pressure. The crude product was purified by gradient Fc (toluene/AcOEt/AcOH 150:50:2 to 25:75:1). This provided an oily liquid. Yield: 10 g (51%). 1H NMR (250 MHz, CDCl3), delta: 2.64 (s, 4H, COCH2CH2CO), 3.60-3.72 (m, 6H, PhCH2OCH2CH2OCH2CH2), 4.22-4.30 (m, 2H, CH2CH2OCO), 4.57 (s, 2H, PhCH2O), 7.30-7.37 (m, 5H, Ph), 10.53 (s, 1H, COOH). 13C NMR (62.5 MHz, CDCl3), delta: 29.0, 29.0, 63.9, 69.1, 69.4, 70.6, 73.3, 127.7, 127.9, 128.4, 138.1, 172.2 (COOR), 177.3 (COOH).

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. 2050-25-1, 2-(2-(Benzyloxy)ethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Coufalova, Lenka; Mrozek, Lech; Rarova, Lucie; Pla?ek, Luka?; Opat?ilova, Radka; Dohnal, Ji?i; Kral’Ova, Katarina; Paleta, Old?ich; Kral, Vladimir; Dra?ar, Pavel; Jampilek, Josef; Steroids; vol. 78; 5; (2013); p. 435 – 453;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

702-23-8, Adding a certain compound to certain chemical reactions, such as: 702-23-8, 2-(4-Methoxyphenyl)ethanol, 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, 702-23-8, blongs to alcohols-buliding-blocks compound.

General procedure: 5.1.57.3. Step 3. To a solution of 2-(3-fluorophenyl)ethanol(25.26 g, 180 mmol) in pyridine (180 mL) was added TsCl(36.49 g, 186 mmol) at 0 C with silica gel blue tube. After stirringat rt for 4 h, the reaction was quenched by the addition of 2 N HCl (750 mL) at 0 C. This mixture was extracted with EtOAc (300 mL).The separable organic layer was washed with 2 N HCl (250 mL),H2O (200 mL), brine (100 mL), and dried over MgSO4, filtered, concentratedunder reduced pressure. The residue was purified by columnchromatography (SiO2, n-hexane/EtOAc = 10/1-5/1) to obtain2-(3-fluorophenyl)ethyl 4-methylbenzenesulfonate (38.54 g, 73%)as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-23-8, its application will become more common.

Reference:
Article; Imaeda, Toshihiro; Ono, Koji; Nakai, Kazuo; Hori, Yasunobu; Matsukawa, Jun; Takagi, Terufumi; Fujioka, Yasushi; Tarui, Naoki; Kondo, Mitsuyo; Imanishi, Akio; Inatomi, Nobuhiro; Kajino, Masahiro; Itoh, Fumio; Nishida, Haruyuki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3719 – 3735;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

1475-11-2, Adding some certain compound to certain chemical reactions, such as: 1475-11-2, name is 1-(3,4-Dichlorophenyl)ethanol,molecular formula is C8H8Cl2O, 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 1475-11-2.

Example 169 5-(2-Piperidinyl-ethyl)-2-methyl-1H-indole-3-carboxylic 1-(3,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting (3,4-dichlorophenyl)-ethan-1-ol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1).

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 1475-11-2.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

558-42-9 ,Some common heterocyclic compound, 558-42-9, molecular formula is C4H9ClO, 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 solution of (5S)-N2, N2-bis (tert-butoxycarbonyl)-5- (2, 3-difluorophenyl)-D-lysine (0.569 g, 1.24 MMOL), 1-CHLORO-2-METHYL-2-PROPANOL (0.202 g, 1.86 mmol) and DIISOPROPYLETHYLAMINE (0.529 g, 4.10 mmol) in ETOH (5 mL) was heated at 75 oC overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by DIISOPROPYLETHYLAMINE (0.650 ML, 3.73 MMOL). After stirring overnight, NAHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent- 35percent EtOAc/ hexanes) to give the title compound (0.21 g). MS 513.1 (M+1). H NMR (500 MHz, CD30D) 5 7.1 (M, 3H), 5.24 (d, J = 10.7 Hz, 1H), 4.02 (M, 1H), 3.69 (d, J = 13.9 Hz, 1H), 3.60 (d, J = 15. 1 Hz, 1H), 3.39 (m, 1H), 3. 24 (d, J = 14.2 Hz, 1H), 2.4 (m, 1H), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

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 558-42-9.

Reference:
Patent; MERCK & CO., INC.; WO2004/92166; (2004); A2;,
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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows. 39590-81-3

Sodium hydride (60 wt %, 1.261 g, 31.5 mmol) was added in one portion to a solution of cyclopropane- l,l-diyldimethanol (2.30 g, 28.7 mmol) in DMF (71.7 mL) at 0C. The solution was stirred for 15 minutes before dropwise addition of (bromoethyl)benzene (3.38 mL, 28.3 mmol). The reaction was allowed to warm to room temperature and stir for 24 hours. The reaction was quenched with saturated aq NH4Cl, extracted with Et20, dried over Na2S04, filtered, and concentrated under reduced pressure. The crude material was purified by automated flash silica column chromatography, eluting with 40% EtOAc in heptanes to give the title compound (3.115 g, 57%).

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, 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; GREEN, Jason; JOHNSON, Ben; SCHLEICHER, Kristin; SUN, Huikai; TANG, Mingnam; (257 pag.)WO2019/169153; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

349-75-7, 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below.

B-1 (40 mg, 0.10 mmol), benzyl alcohol (12 muL, 0.12 mmol) and triphenylphosphine (39 mg, 0.15 mmol) were dissolved in dichloromethane (1 mL), diisopropyl azodicarboxylate (32 muL, 0.15 mmol) was added dropwise, and the mixture was stirred for several hours. The solvent was evaporated, and the obtained residue was purified by high performance liquid chromatography (water-acetonitrile, each containing 0.1% trifluoroacetic acid) to give the title compound (21 mg, 0.042 mmol, 42%).MS (ESI) m/z 491 (M+H)+1H NMR (400 MHz, DMSO) delta 8.50 (t, J=5.9 Hz, 1H), 7.66 (d, J=4.1 Hz, 1H), 7.44 (d, J=7.0 Hz, 2H), 7.41-7.35 (m, 2H), 7.36 (d, J=4.0 Hz, 1H), 7.35-7.29 (m, 1H), 7.19 (d, J=8.5 Hz, 2H), 6.99-6.93 (m, 2H), 5.09 (s, 2H), 4.27 (dd, J=15.0, 6.1 Hz, 1H), 4.19 (dd, J=15.0, 5.7 Hz, 1H), 4.08 (t, J=5.8 Hz, 1H), 3.55-3.47 (m, 1H), 3.23 (dt, J=10.0, 7.0 Hz, 1H), 1.89-1.77 (m, 3H), 1.68-1.55 (m, 1H).

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. 349-75-7, (3-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AJINOMOTO CO., INC.; KOBAYASHI, Kaori; Suzuki, Tamotsu; Okuzumi, Tatsuya; US2015/284375; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts