Month: July 2021

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. 20712-12-3, name is (2-Amino-5-bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H8BrNO

General procedure: A mixture of 2-aminobenzyl alcohol 1 (0.2 mmol), allylic alcohol 2(0.4 mmol), [IrCp*Cl2]2 (0.0020 mmol, 1.0 molpercent), and KOH (0.2 mmol) were dissolved in anhyd toluene (1 mL) in a 25-mL Schlenk tube. The system was flushed with N2 and allowed to react at the specified temperatureand for the specified time. The mixture was allowed to cool to r.t. and filtered through a short silica gel column (washed with EtOAc). Removal of the solvent left an oil that was separated by column chromatography (silica gel, EtOAc?hexane) to give the quinoline.

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, 20712-12-3, (2-Amino-5-bromophenyl)methanol.

Reference:
Article; Chen, Shu-Jie; Lu, Guo-Ping; Cai, Chun; Synthesis; vol. 47; 7; (2015); p. 976 – 984;,
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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. 3279-95-6, name is 2-(Aminooxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C2H7NO2

33 mg (0.10 mmol) of 8-[(2,6-difluorobenzyl)oxy]-2,6-dimethylimidazo[1,2-a]pyrazine-3-carboxylic acid from Example 3A were initially charged in a 96-well deep well multititre plate. A solution of 8 mg (0.10 mmol) of 2-(aminooxy)ethanol in 0.4 ml of DMF and a solution of 45.6 mg (0.12 mol) of HATU in 0.4 ml of DMF were added successively. After adding 20.2 mg (0.20 mmol) of 4-methylmorpholine, the mixture was shaken at RT overnight. Then the mixture was filtered and the target compound was isolated from the filtrate by preparative LC-MS (Method 9). The product-containing fractions were concentrated under reduced pressure using a centrifugal dryer. The residue of each product fraction was dissolved in 0.6 ml of DMSO. These were combined and finally freed of the solvent in a centrifugal dryer. 0.4 mg (1% of theory) were obtained. (1378) LC-MS (Method 10): Rt=0.94 min (1379) MS (ESpos): m/z=393 (M+H)+

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, 3279-95-6, 2-(Aminooxy)ethanol.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; Dietz, Lisa; LI, Volkhart Min-Jian; (85 pag.)US2016/176880; (2016); A1;,
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Electric Literature of 23377-40-4, 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.23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, molecular weight is 300.52, as common compound, the synthetic route is as follows.

To a tetrahydrofuran (THF) (1 mL/mmol) solution of l,3-bis(cyclcohexyl) imidazolium tetrafluoroborate (ICyHBF4) salt (0.05 eq.) and molecular sieves (0.5g/mmol), under argon, is added tBuOK (0.9 eq.) and stirred for 10 min. Lipophilic alcohol (1 eq.) and dialkyl H-phosphonate (2 eq.) are added and the reaction stirred at room temperature for 24h. The reaction is quenched with a saturated solution of ammonium chloride (5 mL/mmol) and filtrate on celite. Ethylacetate (AcOEt) (10 mL/mmol) is added to the solution then the organic and aqueous layers are separated. Aqueous phase is then extracted with AcOEt (10 mL/mmol) and the combinated organic layers are evaporated under vaccum. The corresponding alkyl/lipophilic chain H-phosphonate is finally purified by chromatography on silica gel.Example 2 : Synthesis of Bn/HDP H-phosphonateCompound 1 is synthesized according to procedure 1.4. from dibenzylphosphite as reported by the scheme 1. Scheme 11H NMR (400 MHz, CDCl3) delta = 7.74 (s, 0.5H, H-P), 7.41-7.33 (m, 5H, HA1), 5.99 (s, 0.5H, H-P), 5.11 (d, J = 9.5 Hz, 3H, OCH3), 4.20-4.07 (m, 2Eta, P-O-CH2-CH2-CH2-O), 3.46 (t, J = 6.1Hz, 2H, P-O-CH2-CH2-CH2-O), 3.37 (t, J = 6.7 Hz, 2H, 0-CH2-CH2-(CH2)I3-CH3), 1.90 ( p, J = 6.2 Hz, 2H, P-O-CH2-CH2-CH2-O), 1.53 (p, J = 6.9 Hz, 2H, 0-CH2-CH2-(CH2) ?- CH3), 1.35-1.19 (m, 26H, 0-CH2-CH2-(CH2)^-CH3), 0.87 (t, J = 6.4 Hz, 3H, 0-CH2-CH2- 13C NMR (100 MHz, CDCl3) delta = 136.6, 128.7, 128.6, 127.9, 126.9 (CA1), 71.2 (0-CH2-CH2- (CH2)I3-CH3), 67.2 (2C, CH2-Ph), 66.3 (P-O-CH2-CH2-CH2-O), 63.1, 63.0 (P-O-CH2-CH2- CH2-O), 31.9, 30.6 (2C), 29.7, 29.6 (2C), 29.5, 29.3, 26.1, 22.7 (CH2-P, P-O-CH2-CH2-CH2- O, 0-CH2-CH2-(CH2)^-CH3), 14.1 (O-CH2-CH2-(CH2)13-CH3).3 ’11P NMR (162 MHz, CDCl3): delta = 10.05.

The chemical industry reduces the impact on the environment during synthesis 23377-40-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE D’ORLEANS; AGROFOGLIO, Luigi A.; ROY, Vincent; PRADERE, Ugo; WO2010/146127; (2010); A1;,
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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. 110-73-6, name is 2-(Ethylamino)ethanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H11NO

Stage 1: Ethyl-(2-hydroxyethyl)carbamic acid tert-butyl ester: A solution is prepared from 15.2 g of Boc2O and 30 ml of dichloromethane. This solution is added dropwise to a mixture containing 7.36 g of 2-ethylaminoethanol and 30 ml of dichloromethane in the cold state. The reaction medium is allowed to stand for 24 hours at room temperature. After concentrating to dryness, the reaction medium is taken up in an NaCl solution. The medium is extracted three times with ethyl acetate and then washed with a saturated NaCl solution. The organic phase is dried over sodium sulfate and then concentrated to dryness using a vane pump in order to give 12 g of expected product.

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, 110-73-6, 2-(Ethylamino)ethanol.

Reference:
Patent; sanofi-aventis; US2008/269170; (2008); A1;,
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Reference of 59854-12-5, 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. 59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, 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.

4-Hydroxy-butyric acid t-butyl ester (12.996 g) synthesized according to the reference (J. Org. Chem. 68, 6679-6684(2003)) and imidazole (5.522 g) were dissolved in dry DMF (60 mL). After the solution was cooled with an ice bath, t-butyldimethylsilyl chloride (12.227 g) was added, and the temperature of the mixture was raised gradually to room temperature (25 to 28C). After stirring for 10 hours, hexane (150 mL) was added. The organic layer was washed three times with water (100 mL). The organic layer was washed with a half-saturated aqueous ammonium chloride solution (about 10%) (100 mL), dried over anhydrous sodium sulfate, filtered off, and the filtrate was concentrated to obtain a crude product of Compound 13 as a yellow oil (20.383 g). Out of this amount, 18.232 g was distilled under reduced pressure (bp 93C/1.0 mmHg) to obtain a colorless oil 13 (15.3 g). Physicochemical property of Compound 13 ESI (LC/MS positive mode) (M+H+)275 1H-NMR Chemical shift value delta (in deuterated chloroform): 0.05 (6H, s), 0.89 (9H, s), 1.45 (9H, s), 1.74-1.84 (2H, m), 2.29 (2H, t, J=7Hz), 3.63 (2H, t, J=7Hz)

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 59854-12-5, tert-Butyl 4-hydroxybutanoate.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1857456; (2007); A1;,
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Synthetic Route of 2979-22-8 , The common heterocyclic compound, 2979-22-8, name is 2-Methoxy-2-phenylethanol, molecular formula is C9H12O2, 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.

General procedure: An aldehyde (30 mmol), Zn(OTf)2 (13 mg, 35 mmol), and (N-Chloroethyl)morpholine HCl 6.5 mg, 35 mmol) were added to a 1dram vial. The dry solvent, acetonitrile (1mL), was added to the vial. Afterwards dipicolylamine (7 muL 35 mmol) was added to the vial and the vial was sonicated. Once the solution was transparent molecular sieves were added to the solution along with the respective alcohol (175 mmol). The assemblies were incubated for 16 h at room temperature in the dark.

The synthetic route of 2979-22-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Minus, Matthew B.; Featherston, Aaron L.; Choi, Sooyun; King, Sam C.; Miller, Scott J.; Anslyn, Eric V.; Chem; vol. 5; 12; (2019); p. 3196 – 3206;,
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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 10602-04-7, name is (4-Ethynylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Ethynylphenyl)methanol

To a solution of (4-ethynylphenyl)methanol 1 (0.52 g, 4 mmol) in DCM (20 mL) was added PBr3 (1.08 g, 4 mmol) at 0 °C under N2, the reaction mixture was stirred at room temperature for 1 hour. After consumption of the starting material (by TLC), diluted with water and extracted with DCM. Combined organic extracts were dried over anhydrous MgSO4 and concentrated under reduced pressure to obtain crude product, which was purified by silica gel column chromatography(EtOAc/Hexane 1: 6) to afford compound 2 (0.3 g, 68percent) as yellow oil. ?H NMR (300 MHz, CDC13) 7.56 (d, J= 8.4 Hz, 2H), 7.37 (d, J= 8.2 Hz, 2H), 4.49 (s, 2H), 4.47 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 10602-04-7.

Reference:
Patent; ABBVIE INC.; MICHAELIDES, Michael; HANSEN, Todd; DAI, Yujia; ZHU, Guidong; FREY, Robin; GONG, Jane; PENNING, Thomas; CURTIN, Michael; MCCLELLAN, William; CLARK, Richard; TORRENT, Maricel; MASTRACCHIO, Anthony; KESICKI, Edward A.; KLUGE, Arthur F.; PATANE, Michael A.; VAN DRIE, John H. Jr.; JI, Zhiqin; LAI, Chunqiu C.; WANG, Ce; (1190 pag.)WO2016/44770; (2016); A1;,
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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. 4084-38-2, name is 2,3,5,6-Tetrafluorobenzyl alcohol. A new synthetic method of this compound is introduced below., Formula: C7H4F4O

Under a nitrogen atmosphere, 182 mg of l-ethyl-3- (3- dimethylaminopropyl) carbodiimide hydrochloride was added to a mixture of 128 mg of 2, 3, 5, 6-tetrafluorobenzyl alcohol, 128 mg of (IR) -cis-3-cyano-2, 2- dimethylcyclopropanecarboxylic acid, 5 mg of 4- dimethylaminopyridine and 5 mL of chloroform, followed by stirring the mixture at room temperature for 18 hours. The reaction mixture was added to water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue dissolved in 5 mL of anhydrous tetrahydrofuran were added 0.06 mL of triethylamine, 0.04 mL of acetic anhydride and 5 mg of 4- dimethylaminopyridine, followed by stirring the mixture at room temperature for 18 hours to acetylate the remaining benzyl alcohol. To the reaction mixture was added an aqueous saturated sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The resultant residue was subjected to silica gel chromatography to obtain 34 mg of 2,3,5,6- tetrafluorobenzyl (IR) -cis-3-cyano-2, 2-dimethylcyclopropane carboxylate represented by the following formula:(hereinafter referred to as the present compound (I)) as a colorless liquid. 1H-NMR (CDCl3, TMS) delta (ppm) : 1.28 (s, 3H), 1.46 (s,3H), 1.77 (d, IH, J = 8.2 Hz), 1.96 (d, IH, J = 8.2 Hz ), 5.29 (d, IH, J = 12.3 Hz ), 5.34 (d, IH, J = 12.3 Hz ), 7.10-7.14 (m, IH)

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, 4084-38-2, 2,3,5,6-Tetrafluorobenzyl alcohol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/64025; (2009); A1;,
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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.75853-18-8, name is 2,3-Difluorobenzyl alcohol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.SDS of cas: 75853-18-8

tert-Butyl-(2,3-difluoro-benzyloxy)-dimethyl-silane To a solution of (2,3-difluoro-phenyl)-methanol (5.0 g, 35 mmol), imidazole (4.9 g, 72 mmol) and DMF (40 mL) was added tert-butyldimethylchlorosilane (5.4 g, 36 mmol). After stirring at ambient temperature for 24 hours, the mixture was partitioned between 400 mL of ether and 100 mL of water. The organic layer was washed twice with water, dried over MgSO4, filtered and concentrated in vacuo, affording 6.8 g of tert-butyl-(2,3-difluoro-benzyloxy)-dimethyl-silane as a colorless oil. 1H NMR (400 MHz, CDCl3) delta7.22 (m, 1H), 7.04 (m, 2H), 4.79 (s, 2H), 0.91 (s, 9H), 0.12 (s, 6H) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75853-18-8, 2,3-Difluorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US6235764; (2001); B1;,
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Synthetic Route of 2854-16-2 ,Some common heterocyclic compound, 2854-16-2, molecular formula is C4H11NO, 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.

2,3-Difluoro-5-iodopyridine (500 mg, 2.07 mmol) was dissolved in NMP (500 mu) and pyridine (201 mu, 2.49 mmol, 1.2 equiv.) and l-amino-2-methylpropan-2-ol (555 mg, 6.22 mmol, 3 equiv.) were added at room temperature. The mixture was stirred for 16 hours at 100 °C. The reaction mixture was cooled and extracted with saturated NaHCOs solution and two times with a small volume of dichloromethane. The crude product was purified by flash chromatography by directly loading the dichloromethane layers onto a silica gel column and eluting with an ethyl acetate: heptane gradient 0: 100 to 100:0. The desired l-(3-fluoro-5-iodopyridin-2-ylamino)-2- methylpropan-2-ol (590 mg, 1.9 mmol, 91.7 percent yield) was obtained as a colorless oil, MS: m/e = 311.0 (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,2854-16-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GREEN, Luke; GUBA, Wolfgang; JAESCHKE, Georg; JOLIDON, Synese; LINDEMANN, Lothar; RICCI, Antonio; RUEHER, Daniel; STADLER, Heinz; VIEIRA, Eric; WO2011/128279; (2011); A1;,
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