Category: alcohols-buliding-blocks

Application of 52244-70-9, 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.52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.

4-Methylphenylsulfonic acid 4-(4-methoxyphenyl)butyl ester (1). Pyridine (15 mL) was added drop wise to a cooled (0° C.) solution of 4-(4-methoxyphenyl)butanol (10.0 g, 0.055 mol) and p-toluenesulfonyl chloride (13.6 g, 0.072 mol) in dry chloroform (100 mL) under stirring. The reaction mixture was stirred overnight at room temperature. After this time, the reaction was quenched with 10percent HCl (300 mL) and extracted with chloroform. The organic fraction was washed with saturated NaHCO3, water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (eluent: hexane/ ethyl acetate 15:1) to provide 12.9 g (66percent) of 1 as clear oil. 1H NMR (360 MHz, CDCl3) delta1.61 (m, 4H), 2.44 (s, 3H), 2.52 (m, 2H), 3.78 (s, 3H), 4.05 (m, 2H), 6.77 (d, 2H), 7.05 (d, 2H), 7.34 (d, 2H), 7.78 (d, 2H).

Statistics shows that 52244-70-9 is playing an increasingly important role. we look forward to future research findings about 4-(4-Methoxyphenyl)-1-butanol.

Reference:
Patent; CYFI, INC.; US2003/195160; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3562-73-0, 1-(4-Biphenylyl)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, name: 1-(4-Biphenylyl)ethanol, blongs to alcohols-buliding-blocks compound. name: 1-(4-Biphenylyl)ethanol

h): Take a reaction tube and add sodium azide 49mg.1-[4-(1,1′-biphenyl)]ethanol 59.5 mg,400 uL of trifluoroacetic acid, 150 uL of methanesulfonic acid, 1.0 mL of n-hexane, and stirred at 50 C for 36 hours.After the reaction was completed, 10 mL of a sodium hydroxide solution was added to quench the reaction, and the mixture was extracted with ethyl acetate three times.The organic phase was washed with 5 mL of brine, and the organic phases were combined and separated by column chromatography to obtain 45.7 mg of p-phenylaniline.The yield was 90%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3562-73-0, 1-(4-Biphenylyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Peking University; Jiao Ning; Liu Jianzhong; (27 pag.)CN109134267; (2019); A;,
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Related Products of 3279-95-6, Adding some certain compound to certain chemical reactions, such as: 3279-95-6, name is 2-(Aminooxy)ethanol,molecular formula is C2H7NO2, 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 3279-95-6.

General procedure: 4a-c (1 equiv) were dissolved in ethanol (10mL). O-(2-hydroxyethyl)hydroxylamine (14, 2 equiv), acetic acid (2 equiv), pyridine (2 equiv) were added to the solution. After being refluxed for 5h, ethanol was removed under reduced pressure. The products were extracted with CH2Cl2. The combined extracts were washed with 2M HCl aqueous solution and brine. The organic layer was dried with anhydrous Na2SO4. The solvent was removed under reduced pressure and the residue was purified by column chromatography (PE: EtOAc=6: 1) to yield 15a-c. 3alpha-O-(2,3,4,6-tetra-O-benzoyl-beta-d-glucopyranosyl)-17-(O-(2-hydroxyethyl)oxime)-5beta-androstane (15a). The title compound was obtained starting from 4a (600mg, 0.69mmol) (white solid, 530mg, 82.8% yield, mp 91-94C). Analytical data for 15a: ESI-MS m/z (%) 950.4 [M+Na]+; 1H NMR (400MHz, CDCl3) delta 7.87-7.67(m, 8H, Bz-H), 7.48-7.18(m, 12H, Bz-H), 5.76 (t, J=9.7Hz, 1H, H-3?), 5.49 (t, J=9.7Hz, 1H, H-2?), 5.39-5.28 (m, 1H, H-4?), 4.80 (d, J=7.9Hz, 1H, H-1?), 4.41 (m, 2H, H-6?), 3.95 (m, 3H, H-5?, =NOCH2CH2OH), 3.72 (m, 2H, =NOCH2CH2OH), 3.49 (m, 1H, H-3), 2.28 (m, 2H, H-16), 1.73-0.85 (m, 20H), 0.73 (s, 3H, 18-CH3), 0.70 (s, 3H, 19-CH3).

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Haihong; Wang, Ke; Wan, Qi; Chen, Ying; Steroids; vol. 141; (2019); p. 81 – 95;,
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Related Products of 50595-15-8, 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. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below.

A suspension of 6-bromo-N-(4-fluoro-phenyl)-nicotinamide (0.112 g, 0.38 mmol), tert-butyl glycolate (0.1 g, 0.76 mmol), and potassium tert-butoxide (0.85 g, 0.76 mmol) in THF (10 mL) was heated in a sealed tube at 70° C. After 6 h the reaction mixture was diluted with ethyl acetate and washed with water bicarbonate and dried over sodium sulfate. Removal of the solvents provided a solid. Purification by reverse phase chromatography gave 0.010 g (8percent) of the titled product as a white solid; MS (EI) m/z 345.21 (M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50595-15-8, tert-Butyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; Darwin Molecular Corporation; US6777432; (2004); B1;,
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Related Products of 456-47-3, 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. 456-47-3, name is 3-Fluorobenzyl alcohol. A new synthetic method of this compound is introduced below.

General procedure: Sodium hydride (60% in mineral oil, 0.04g, 1mmol) was added to a stirred solution of benzyl alcohol derivative (1mmol) in anhydrous N,N-dimethylformamide (3mL of DMF) at room temperature and stirring was continued for 1h. 2-Amino-3-chloropyrazine (10b, 0.13g, 1mmol) was added to the reaction mixture and the reaction mixture was stirred at 100C for 15h. After cooling, the solvent was evaporated and the residue was partitioned between water and dichloromethane. The organic layer was dried over sodium sulfate anhydrous, filtered, and concentrated. The residue was purified by column chromatography (SiO2, EA/n-Hex=1/5). 4.1.2.1 3-(3-Fluorobenzyloxy)pyrazin-2-amine (11e) (0027) Light orange solid, yield: 75.6%, 1H NMR (400MHz, DMSO-d6) delta=5.39 (2H, s, OCH2Ph), 6.36 (2H, br, NH2), 7.14 (1H, td, J=2.6Hz, 9.0Hz, ArH), 7.25 (1H, d, J=3.1Hz, ArH), 7.32 (1H, d, J=7.6Hz, ArH), 7.37-7.44 (2H, m, ArH), 7.49 (1H, d, J=3.1Hz, ArH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,456-47-3, its application will become more common.

Reference:
Article; Park, Jung-eun; Elkamhawy, Ahmed; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 322 – 334;,
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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. 20712-12-3, name is (2-Amino-5-bromophenyl)methanol, molecular formula is C7H8BrNO, 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. category: alcohols-buliding-blocks

Synthesis of 6-bromo-2-(3,5-dimethylphenyl)quinoline(2-Amino-5-bromophenyl)methanol (22 g, 109 mmol), 3,5-dimethylacetophenone (24.2 g, 163 mmol), RuCl2(PPh3)3 (1.05 g, 1.09 mmol), KOH (11.0 g, 196 mmol) were refluxed in 270 mL of toluene for 18 h.Water was collected from the reaction using a Dean-stark trap.The reaction mixture was allowed to cool to room temperature and filtered through a silica gel plug and eluted with 5percent ethyl acetate in hexanes.The product was further purified by Kugelrohr distillation and crystallization from methanol.

With the rapid development of chemical substances, we look forward to future research findings about 20712-12-3.

Reference:
Patent; Universal Display Corporation; US2012/217868; (2012); A1;,
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Synthetic Route of 111-90-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 111-90-0 as follows.

EXAMPLE 6 11.2 g (0.083 mole) of diethylene glycol monoethyl ether was added dropwise to a mixture consisting of 1.6 g (0.042 mole) of sodium borohydride, 10 ml of xylene and 5 g (0.027 mole) of methyl caprate at 90 C. over two hours while agitating the mixture. Subsequently, the mixture was agitated at the same temperature for 2.5 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, n-decanol was obtained in 97% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-90-0, its application will become more common.

Reference:
Patent; Kao Corporation; US5196601; (1993); A;,
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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.96-35-5, name is Methyl 2-hydroxyacetate, molecular formula is C3H6O3, molecular weight is 90.08, as common compound, the synthetic route is as follows.SDS of cas: 96-35-5

Intermediate 4: 4-oxotetrahydrofuran-3-carbonitrile [00211] To a solution of potassium tert-butoxide (24.91g, 222.O3mmol) in THF (200mL) at 0Cwas added methyl glycolate (20.OOmL, 259mmo1) dropwise. The mixture was left to stir for 10 minutes before adding acrylonitrile (14.62mL, 222mmo1) dropwise. The reaction then allowed to warm to room temperature and left to stir for 3 hours. Water and EtOAc were added to the reaction mixture and the layers separated. The aqueous layer as then acidified to pHi with 1 M HCI and extracted twice with EtOAc. The combined organic layers were then washed with brine, dried over Na2SO4 and then passed through a hydrophobic frit before being concentrated under reducedpressure to afford 4-oxotetrahydrofuran-3-carbonitrile (10.29g, 93mmol, 42% yield) as a yellow solid.1H NMR (CDCI3, 400MHz) O/ppm: 4.65 (1H, t, J= 9.3Hz), 4.26 (1H, t, J= 9.3Hz), 4.18 (1H, d, J=17.5Hz), 4.02 (1H, d, J= 17.5Hz), 3.61 (1H, t, J= 9.3Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,96-35-5, Methyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
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Synthetic Route of 148043-73-6, Adding some certain compound to certain chemical reactions, such as: 148043-73-6, name is 4,4,5,5,5-Pentafluoropentan-1-ol,molecular formula is C5H7F5O, 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 148043-73-6.

EXAMPLE 1 Into a 1L hastelloy C autoclave, pentafluoropentanol (C2F5(CH2)3OH, 519 g) and trifluoromethane sulfonic acid (20 g) were charged and stirred at 175C for 14 hours. The reactor pressure at that time was 0.7 MPa (gage pressure). After the reaction, the obtained crude liquid was subjected to liquid separation, and the organic phase was washed twice with water (50 ml) and dried over magnesium sulfate, followed by filtration to obtain a crude liquid. The conversion by the reaction was 75.7% as measured by gas chromatography (hereinafter referred to simply as GC). By distillation under reduced pressure, the desired following compound (I-1) (172 g) was obtained as a fraction of (60 to 61C)/1.4 kPa (absolute pressure). The GC purity was 99.9%. By the NMR analysis, formation of the following compound (I-1) was confirmed. Compound (I-1) : C2F5(CH2)3O(CH2)3C2F5.1HNMR (300.4MHz, CDCl3, TMS) delta (ppm) : 1.87 (m, 2H), 2.12 (m, 2H), 3.48 (m, 2H).19FNMR (282.7MHz, CDCl3, CFCl3) delta (ppm) : -86.1 (3F), -118.8(2F).

According to the analysis of related databases, 148043-73-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASAHI GLASS COMPANY LTD.; EP1577284; (2005); A1;,
Alcohol – Wikipedia,
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Application of 169751-72-8 , The common heterocyclic compound, 169751-72-8, name is tert-Butyl 14-hydroxy-3,6,9,12-tetraoxatetradecan-1-oate, molecular formula is C14H28O7, 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.

4-Toluenesulfonyl chloride (2.49 g, 13.1 mmol) was added to an ice-cooled solution of tert- butyl 14-hydroxy-3,6,9,12-tetraoxatetradecan-l-oate (2.96 g, 7.68 mmol) in pyridine (30 mL). The reaction was stirred at room temperature for 5 hours. The reaction mixture was partitioned between ethyl acetate (50 mL) and 2 M aq. HCI (40 mL). The organic extract was separated, washed with 2M aq HCI (40 mL), followed by saturated sodium bicarbonate (50 mL) and brine (50 mL). The organic extract was then dried and concentrated under reduced pressure and the product was purified by chromatography on silica 330g, using a gradient elution from 0-100% methyl tert-butyl ether in cyclohexane to yield tert-butyl 14-(tosyloxy)- 3,6,9,12-tetraoxatetradecan-l-oate (2.17 g, 4.50 mmol, 59 % yield), as a colourless oil. 1H NMR (400 MHz, CDCI3 ) delta ppm 1.47 (s, 9H), 2.45 (s, 3H), 3.58 (s, 4H), 3.63 (m, 4H), 3.68 (m, 8H), 4.01 (s, 2H), 4.16 (m, 2H), 7.34 (d, 2H, J=8.3Hz), 7.78 (d, 2H, J=8.3Hz) . MS (m/z) 463

The synthetic route of 169751-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HARLING, John David; NEIPP, Christopher E.; PENDRAK, Israil; SMITH, Ian Edward David; TERRELL, Lamont Roscoe; YOUNGMAN, Mark; (120 pag.)WO2017/46036; (2017); A1;,
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