Tag: M.W=100-200

Synthetic Route of 52059-53-7, 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.52059-53-7, name is 2-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.

General procedure: To a solution of 2-(4-fluorophenyl)ethan-1-ol (1.12g, 7.99mmol) in DCM (45mL) at 0C was added imidazole (0.60g, 8.8mmol), triphenylphosphine (2.31g, 8.80mmol), and iodine (2.03g, 8.00mmol) in rapid succession. The mixture was allowed to stir at 0C for 10min before being gradually warmed to room temperature and let stir an additional 3h. Once TLC confirmed complete conversion the reaction was quenched with saturated aqueous Na2S2O3 (90mL) and the resulting solution extracted with DCM (3×30mL). The resulting organics were dried over MgSO4 and concentrated in vacuo. The resulting white solid was resuspended in 100mL hexanes and filtered to remove the byproduct triphenylphosphine oxide as a white precipitate. Following filtration the crude material was purified using Teledyne ISCO Combi Flash system (40g column, solid loading on silica, 100% hexanes, 20min run) to afford 1-fluoro-4-(2-iodoethyl)benzene (1.43g, 72%) as a clear oil.

The chemical industry reduces the impact on the environment during synthesis 52059-53-7, I believe this compound will play a more active role in future production and life.

Reference:
Article; Jeffries, Daniel E.; Witt, Jonathan O.; McCollum, Andrea L.; Temple, Kayla J.; Hurtado, Miguel A.; Harp, Joel M.; Blobaum, Anna L.; Lindsley, Craig W.; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5757 – 5764;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 10488-69-4, 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. 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate, molecular formula is C6H11ClO3, 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.

The compound B obtained in Example 1 was dissolved in 200 ml of dichloromethane, was added sodium carbonate (37.2 g, 0.35 mol) the reaction solution was cooled to 0 to 5 ° C, acetyl chloride (23.5 g, 0.30 mol) was added dropwise,I insulation reaction 5h, after adding 200 ml of water, the organic layer was washed with water and then with saturated brine, dried and filtered. The solvent was distilled off under reduced pressure to obtain 53.5 g (0.256 mol) of the crude product of Compound C, the molar yield was 95percent.

According to the analysis of related databases, 10488-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Yang, Yong; Qiao, Zhitao; Chen, Anfeng; Zhou, Bingcheng; Liu, Bingxian; Zhou, Junan; Ge, Xu; (10 pag.)CN105566242; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 456-47-3, name is 3-Fluorobenzyl alcohol, molecular formula is C7H7FO, 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. Product Details of 456-47-3

General procedure: The product analysis was carried out under kinetic conditions. In a typical experiment, benzyl alcohol(0.1 mol), TsOH (1.0 mol) and BIDC (0.02 mol) were made up to 50 ml in DMSO and kept in the dark for ca. 12 h to ensure completion of the reaction. The solution was then treated with excess (200 ml) of a saturated solution of 2,4-dinitrophenylhydrazine in 2 mol dm3 HCl and kept overnight in a refrigerator. The precipitated 2,4-dinitrophenylhydrazone(DNP) was filtered off, dried, weighed, recrystallized from ethanol, and weighed again. The yields of DNP before and after recrystallization were 7.89 g (92%) and 6.86 g (80%)respectively, indicating the amount of benzaldehyde formed is about 3.0-3.1 g. The DNP was found identical (m.p. andmixed m.p.) with the DNP of benzaldehyde. The identity of the DNP was confirmed by the elemental analysis also. The observed values were C, 54.79%; H, 3.40% and N, 19.39%,the calculated values for C13H10N4O4 are C, 54.55%; H,3.50% and N, 19.58%. In similar experiments, with the other substituted benzyl alcohols the yields of DNP, after recrystallization, were in the range of 75 88%. CrVI is reduced to CrIII.

With the rapid development of chemical substances, we look forward to future research findings about 456-47-3.

Reference:
Article; Kothari, Seema; Kumar, Pravesh; Panday, Dinesh; Journal of the Indian Chemical Society; vol. 95; 10; (2018); p. 1207 – 1215;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 622-93-5, Adding some certain compound to certain chemical reactions, such as: 622-93-5, name is 3-(Diethylamino)propan-1-ol,molecular formula is C7H17NO, 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 622-93-5.

Reference Example 14 3-(Diethylamino)propyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]pyridine-6-carboxylate [Show Image] A solution of the compound of Reference Example 17 (100 mg), 3-diethylamino-1-propanol (45 muL), 1-hydroxybenzotriazole (40 mg), 1-ethyl-3-(dimethylaminopropyl)carbo-diimide hydrochloride (50 mg) and triethylamine (84 muL) in N,N-dimethylformamide (2 mL) was stirred at 25C for 16 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, dried over magnesium sulfate and then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (developing solvent: chloroform/methanol = 20/1) to obtain the title compound (27 mg) as a white amorphous substance. MS (ESI+) 615 (M++1, 100%).

According to the analysis of related databases, 622-93-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1690863; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-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, 29683-23-6, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Tetrahydro-2H-thiopyran-4-ol

Step A. (l SJaS,6aR)-4-((2-fluoro-5-[2-methyl-6-(tetrahydro-2 H-thiopyran-4-yloxy)pyridin-3- yllbenzyl} oxy)- 1 , 1 a,6,6a-tetrahydrocvcloproparalindene- 1 -carboxylic acid To a solution of tetrahydro-2H-thiopyran-4-ol (56.6 mg, 0.48 mmol) in DMF (2 ml) at 0 C was added sodium hydride (60%, 19.2 mg, 0.48 mmol). The reaction mixture was stirred at 0 C for approximately 30 mins. (l S,laS,6aR)-4- {[2-fluoro-5-(6-fluoro-2-methylpyridin-3- yl)benzyl]oxy}- l, la,6,6a-tetrahydrocyclopropa[a]indene-l-carboxylic acid, ethyl ester from Example 1, Step B (100 mg, 0.24 mmol) was added to the reaction. The mixture was stirred at room temperature overnight. 1 ml of LiOH(lM) was added to the reaction and irradiated microwaves at 100 C for 1 hour. The pH of the mixture was adjusted to 7.0 with 1 N HCl. The residue was purified by preparative HPLC reverse phase (C-8), eluting with Acetonitrile/Water with 0.1 % of TFA to give the title compound. MS: m/e 488.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29683-23-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; LI, Bing; SZEWCZYK, Jason W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi P.; PIO, Barbara; DANG, Qun; LIN, Linus S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/89809; (2015); A1;; ; Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William, K.; LI, Bing; SZEWCZYK, Jason, W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi, P.; PIO, Barbara; DANG, Qun; LIN, Linus, S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/95256; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, molecular weight is 167.0442, as common compound, the synthetic route is as follows.Formula: C5H11BrO

e added pyridine (7.1 g, 90 mmol) and benzoyl chloride (10.2 g, 72.5 mmol) at 0 oC. The resulting mixture was stirred for 3 h at room temperature under nitrogen atmosphere. The resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with 1% ethyl acetate in petroleum ether to afford 5-bromopentyl benzoate (12.5 g, 77%) as a colorless oil. 1H NMR (400 MHz, CDCl3) d 8.07 (dd, J = 8.4, 1.5 Hz, 2H), 7.62-7.53 (m, 1H), 7.46 (dd, J = 8.4, 7.0 Hz, 2H), 4.36 (t, J = 6.5 Hz, 2H), 3.46 (t, J = 6.7 Hz, 2H), 1.96 (p, J = 7.0 Hz,2H), 1.82 (dt, J = 8.3, 6.5 Hz, 2H), 1.64 (dddd, J = 14.8, 9.5, 6.6, 3.5 Hz, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 6850-39-1, 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. 6850-39-1, name is 3-Aminocyclohexanol. A new synthetic method of this compound is introduced below.

Treat a mixture of 3-hydroxycyclohexyl amine (10 g, 86.96 mmol), potassium carbonate (18 g, 130 mmol), ethyl acetate (150 mL) and water (70 mL) with benzyl chloroformate (22.17 g, 130 mmol). Stir the reaction at room temperature for 12 hours. Separate the organic layer, dry the organic over sodium sulfate, filter and concentrate. Add diethyl ether to the residuer. Filter the resulting white precipitate and air dry to afford 19.1 g of the title compound (88%). MS (m/z): 250 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6850-39-1, 3-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; Aicher, Thomas Daniel; Anzeveno, Peter Biagio; Li, Renhua; Krasutsky, Alexei Pavlovych; Mabry, Thomas Edward; Saeed, Ashraf; Snyder, Nancy June; Stephenson, Gregory Alan; Tian, Hongqi; Wallace, Owen Brendan; Winneroski, JR., Leonard Larry; Xu, Yanping; US2009/111800; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.

In THF (20 mL) were dissolved 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4 -methoxybenzyl)amino)pyrimidine-5-carboxylic acid (180 mg, 0.48 mmol), trans-4-hydroxycyclohexylamine (66 mg, 0.58 mmol) and HATU(220 mg, 0.58 mmol). The solution was cooled in an ice bath and DIEA (0.25 mL, 1.44 mmol) was added then. The reaction was conducted at ambient temperature for 8 h, followed by concentration, addition of water and extraction with ethyl acetate. The organic phase was dried, concentrated and purified by silica gel column chromatography (DCM / methanol = 20 / 1) to give 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)-N-(trans-4-hydrox ycyclohexanyl)pyrimidine-5-formamide (141 mg, 62 % yield). Molecular formula: C24H30ClN5O3 Molecular weight: 472.0 MS (m/e): 472.0 (M+1) 1H-NMR (400 MHz, CDCl3): delta 8.99 (t, 1H), 8.08 (s, 1H), 7.38 (d, 1H), 7.18 (d, 1H), 6.86 (d, 1H), 5.66 (d, 1H), 4.53 (m, 2H), 3.88(s, 3H), 3.87 (m, 1H), 3.86 (d, 2H), 3.64(m, 1H), 3.50 (d, 2H), 1.29-1.85 (m, 11H), 0.74 (m, 1H), 0.20 (m, 1H).

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; WANG, Aichen; EP2886540; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 4704-94-3, Adding some certain compound to certain chemical reactions, such as: 4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol,molecular formula is C4H10O3, 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 4704-94-3.

Branched malonate molecules 1 and 2 were produced according to the schemes shown in FIGS. 9-10.

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. 4704-94-3, 2-(Hydroxymethyl)propane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hirsch, Andreas; Beuerle, Florian; Chronakis, Nikos; US2006/47167; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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. HPLC of Formula: C9H12O

General procedure: To a 20-mL tube equipped with a magnetic stirring bar was added acetophenone 1a (120 mg, 1 mmol), 2 mL of DMSO, iodine (25 mg, 0.1 mmol) and Fe(NO3)3·9H2O (40 mg, 0.1 mmol). Then the tube was sealed after being charged with oxygen to replace the air in it. The tube was placed into a preheated oil bath (130C), and the reaction solution was stirred for 12h. Then the reaction was quenched with water, and the pH of the aqueous phase was adjusted to 11 with 0.1 mol/L NaOH. After being washed with ethyl acetate (3 x 3 mL), the pH of the aqueous phase was adjusted to 2 with 0.1mol/L HCl and extracted with ether (3 x 6 mL). The combined ether phase was dried over anhydrous sodium sulfate and concentrated on a rotary evaporator to obtain the crude product. The crude product was purified by column chromatography on silica gel using ethyl acetate/petroleum ether as eluent to afford 2a as a white solid (104 mg, 85% yield). 1H NMR(600 MHz, DMSO-d6) delta 12.88 (s, 1H), 7.95 (d, J = 7.9 Hz, 2H), 7.62-7.59 (m, 1H), 7.50-7.48 (m, 2H); 13C NMR (125MHz, DMSO-d6) delta 167.3, 132.7, 130.8, 129.2, 128.5.

With the rapid development of chemical substances, we look forward to future research findings about 7287-81-2.

Reference:
Article; Xu, Liang; Chen, Yingying; Shen, Zhenlu; Wang, Yuru; Li, Meichao; Tetrahedron Letters; vol. 59; 49; (2018); p. 4349 – 4354;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts