Category: alcohols-buliding-blocks

Synthetic Route of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-hydroxy-3,5-dimethylbenzonitrile (2.00 g, 13.5 mmol) and 1-chloro-2-methyl propan-2-ol (8.85 g, 81.5 mmol) in ethanol (50 mL) was added potassium carbonate (7.5 g, 54 mmol) and water (5 ml_). The reaction mixture was stirred at reflux for 24 h and cooled to RT. The precipitated solid was filtered off and washed with water. The solid was dissolved in ethyl acetate (100 mL), washed with water (50 mL), brine (50 mL), and dried over anhydrous Na2SCU. Removal of solvent gave 4-(2-hydroxy-2-methylpropoxy)-3,5- dimethyl benzonitrile (2,9 g, 97percent) as a white solid.[0113] To a solution of 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.90 g, 13.2 mmol) in anhydrous DMF (20 mL) was added imidazole (2.7 g, 40 mmol) and terf-butyldimethylsilylchloride (2.19 g, 14.6 mmol). The reaction mixture was stirred at RT under nitrogen for 3 d. Water (200 mL) was added and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed with water (2×100 mL) and brine (100 mL), and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude compound was purified by column chromatography to give 4-[2-(tert- butyldimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (2.24 g, 54percent). n-Butyl lithium (6.2 mL, 6.6 mmol, 1.6 M solution in hexanes) was added to a solution of 2,4-dimethoxy-6-/v”-dimethylbenzarnide (0,9 g, 4.3 mmol) in anhydrous THF (10 mL) drop-wise at -10°C over a period of 10 rnin under nitrogen. The stirring was continued at 0″C for 1 h. The reaction mixture was cooled to -50°C. A solution of 4-[2-(tert-butyidimethylsilanyloxy)-2-methylpropoxy]-3,5- dimethylbenzonitrile (1.58 g, 4,73 mmol) in anhydrous THF (5 mL) was quickly added. The cooiing bath was removed and the reaction mixture was allowed to warm to RT. The stirring was continued at RT for 1 h. An aqueous ammonium chloride solution (10 mL) was added followed by ethyl acetate (100 mL). The organic layer was separated, washed with water (10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude compound was purified by column chromatography (silica gel 230-400 mesh; 0-5percent methanol in CH2CI2 as eluent) to give 3-{4-[2-(tert- butyldimethylsilanyloxy)-2-methylpropoxy]- 3,5-dimethylphenyl}-6,8-dimethoxy-2H-isoquinolin-1-one (0.82 g, 37percent), as a white solid.[0114] The above compound (0.42 g, 0.82 mmol) was dissolved in anhydrous THF (20 mL). Tetrabutylammonium fluoride (4.1 mL, 1.0 M solution in THF) was added at 0°C. The reaction mixture was stirred at 0°C for 10 min, then at RT for 2 h and then stirred at 70°C for 24 h. The mixture was cooled to RT.Saturated aqueous ammonium chloride (30 mL) was added. The organic layer was separated, washed with water, brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel 230-400 mesh; 0-4percent methanol in CH2Cl2 as eluent) to give 3-(4-(2-hydroxy-2-methylpropoxy)-3,5-dimethylphenyl)- 6,8-dimethoxyisoquinolin-1(2H)-one (0.15-g, 46percent), as a white solid. Selected data: MS (ES) m/z: 397.98; MP 252-254 °C at decomposition.

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Resverlogix Corp.; WO2008/92231; (2008); A1;,
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Electric Literature of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol. A new synthetic method of this compound is introduced below.

General procedure: Example 5-01 (Typical Procedure 10) [0342] A mixture of (R)-3-(2-bromo-pyridin-4-yloxy)-1-(7-fluoro-3-oxo-indan-5-yl)-pyrrolidin-2-one (80 mg), 2-cyclopropyl-ethanol (85 mg), cesium carbonate (129 mg) and toluene (1.6 mL) under argon was added Pd(OAc)2 (443 mug) and 5-(di-tert-butylphosphino)-1?,3?,5?-triphenyl-1?H-[1,4?]bipyrazole (2.0 mg). The mixture was heated to 90 C. for 2 hours by microwave irradiation. After cooling to room temperature the mixture was filtered and concentrated. The residue was purified by preparative HPLC to provide Example 5-01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; US2014/99333; (2014); 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.7589-27-7, name is 2-(4-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.16, as common compound, the synthetic route is as follows.HPLC of Formula: C8H9FO

2-(4-Fluorophenyl)~ethanol (7.13 mmol) was dissolved in dichloromethane (10 m.pound.), to which methanesulfonyl chloride (7.84 mmol) and triethylamine (10.7 mmol) were added. The mixture was slowly to react at room temperature for 1 hour, the reaction mixture was washed with IN hydrochloric acid, and water was added thereto. The resultant was extracted with dichloromethane and washed with brine. The organic layer was dried over Na2SO4 and concentrated under a reduced pressure, to obtain the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7589-27-7, 2-(4-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; HANALL PHARMACEUTICAL COMPANY LTD.; WO2008/16278; (2008); 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. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 61487-25-0

General procedure: The 2-aminobenzylalcohol 4a (12.3 g, 0.10 mol) was dissolved in 60 mL dichloromethane, and pyridine (10 mL, 0.13 mol) was added to the solution. Then 4-methylbenzene-1-sulfonyl chloride (22.9 g, 0.12 mol) was added and the solution was refluxed for 12 h. The solution was allowed to cool to room temperature and washed with dilute hydrochloric acid (50 mL, 1 mol/L), brine (3×50 mL) and dried over Na2SO4. After removal of the solvent, the residue was crystallized from CH2Cl2/toluene to give the intermediate 5a (24.4 g, 88% yield).

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, 61487-25-0, (2-Amino-3-chlorophenyl)methanol.

Reference:
Article; Jiang, Feng; Wu, Zhengxing; Zhang, Wanbin; Tetrahedron; vol. 67; 7; (2011); p. 1501 – 1505;,
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Application of 3279-95-6 ,Some common heterocyclic compound, 3279-95-6, molecular formula is C2H7NO2, 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 four-neck 12 L round bottomed flask equipped with a mechanical stirrer, a thermocouple, an addition funnel, and a nitrogen inlet/outlet was charged with 7-(4-Bromo-2- fluoro-phenylamino)-6-methyl-5-oxo- 1,2,3, 5-tetrahydro-indolizine-8-carboxylic acid (I-2c: 400 g, 1.05 mol), PyBOP (707 g, 1.36 mol) and tetrahydrofuran (5.2 L) under nitrogen. The suspension was stirred at 17C for 5 minutes and triethylamine ( 176 mL, 1.26 mol) was added to the mixture. The mixture was stirred at 20C for 30 minutes and a solution was obtained. 2-(Aminooxy)ethanol (105 g, 1.36 mol) was added to the mixture. The resulting mixture was stirred at 20C for 30 minutes and then seeded with Compound 1 (0.3 g). The mixture was stirred at 20 C for 2 hours and filtered. The filter cake was rinsed with tetrahydrofuran (0.8 L) and dried in a vacuum oven at 40C/5 torr for 1 hour to yieldCompound 1 (370 g, 80%) as a white solid. [M+H] calculated for Ci8H1979BrFN304, 440; found, 440.1H NMR (DMSO-D6): delta 11.20 (s, 1H), 7.65 (s, 1H), 7.48 (d, 1H), 7.18 (d, 1H), 6.5 (t, 1H), 4.0 (t, 2H), 3.7 (t, 2H), 3.5 (s, 3H), 3.2 (t, 2H), 2. 14 (quin, 2H), 1.72 ( s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; WAYKOLE, Liladhar Murlidhar; KARPINSKI, Piotr H.; WO2011/67348; (2011); A2;,
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Related Products of 2215-78-3, 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 2215-78-3, name is (4-Phenoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

PRODUCTION EXAMPLE 4 Production of Compound (35) by Production Process E To a solution of 0.46 g of 4-(3,3-dichloro-2-propenyloxy)-2,6-dichlorophenol, 0.32 g of p-phenoxybenzyl alcohol and 0.46 g of triphenylphosphine dissolved in 10 ml of tetrahydrofuran was added dropwise a solution of 0.35 g of diisopropylazodicarboxylate dissolved in 5 ml of tetrahydrofuran, while stirring at room temperature. After stirring at room temperature for 12 hours, the reaction mixture was concentrated, and then mixed with 20 ml of diethyl ether. The precipitate was filtered, and the filtrate was concentrated. The residue was subjected to silica gel chromatography, which afforded 0.51 g of 3,5-dichloro-4-(4-phenoxybenzyl)-1-(3,3-dichloro-2-propenyloxy)benzene (68% yield), nD25.5 1.6084.

According to the analysis of related databases, 2215-78-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5872137; (1999); A;,
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Adding a certain compound to certain chemical reactions, such as: 2568-33-4, 3-Methylbutane-1,3-diol, 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, SDS of cas: 2568-33-4, blongs to alcohols-buliding-blocks compound. SDS of cas: 2568-33-4

General procedure: In the Schlenk reaction vessel,Methyltri n-octylphosphonium methyl carbonate([Me (n-octyl) 3P] + [OCO2Me]-,Charge the catalyst (C1a), 55.8 muL, 0.12 mmol),Methyl methacrylate (MMA, 4 mL) was added and stirred at room temperature for 1 to 2 minutes. Then, 3-methylbutane-1,3-diol (compound (3a), 21 3 muL, 2.0 mmol), internal standard substance (4,4′-di-tert-butylbiphenyl, 53.3 mg, 0.20 mmol), 1.0 g of dried powdery molecular sieves 5A (MS 5A) was added, and the mixture was stirred at room temperature (25 C.) for 3 hours to carry out an ester exchange reaction represented by the following formula. During the reaction, the progress of the reaction was confirmed by thin layer chromatography (TLC) as appropriate. The reaction mixture was passed through a celite pad to remove MS 5A, MMA was distilled off from the mixture under reduced pressure, and after concentration, the yield of the reaction product was measured by 1H NMR (internal standard method). The concentrate was subjected to silica gel column chromatography (n-hexane: ethyl acetate = 50: 1 to 10: 1) to isolate a carboxylic acid monoester (compound (4a)). The yield and yield of the reaction product are shown in Table 1. In the reaction system, the reaction between the catalyst (C1a) and the alcohol derived from the raw material (compound (3a)) causes Me (n-octyl) 3P] + [OR5]-as a catalytically active species.(Most R5 is 3-hydroxy-3-methylbutyl).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; Nagoya University; Ishihara, Kazuaki; Hatano, Manabu; (20 pag.)JP2019/26618; (2019); A;,
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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. 68208-26-4, name is 3-Amino-3-(4-chlorophenyl)-1-propanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 68208-26-4

Intermediate 30: tert-butyl l-(4-chlorophenyl)-3-hvdroxypropylcarbamateDi-tert-butyl dicarbonate (0.705 g, 3.23 mmol) was added to 3-amino-3-(4- chlorophenyl)propan-l-ol (Intermediate 29) (0.500 g, 2.69 mmol) in DCM (30 mL) at 220C. The resulting solution was stirred at 22 0C for 2 hours. The mixture was concentrated and the residue was purified by flash silica chromatography, elution gradient 0 to 4% (10:1 MeOH/conc. NH3 (aq)) in DCM. Pure fractions were evaporated to dryness to afford tert-butyl l-(4-chlorophenyl)-3-hydroxypropylcarbamate (0.759 g, 99 %) as a white solid.IH NMR (399.902 MHz, CDC13) delta 1.43 (9H, s), 1.81 (IH, m), 2.04 (IH, m), 2.74 (IH, br.s), 3.69 (2H, m), 4.88 (IH, br.s), 5.04 (IH, d), 7.23 (2H, d), 7.32 (2H, d). MS m/e MH” 284, 286

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, 68208-26-4, 3-Amino-3-(4-chlorophenyl)-1-propanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/47563; (2009); A1;,
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Reference of 24034-73-9, 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.24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, molecular weight is 290.4834, as common compound, the synthetic route is as follows.

[0270] The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAH) treatment, which was then converted into the corresponding 2E,6E, 10E-geranylgeranyl bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr in acetonitrile (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E,6E,10E-geranylgeranyl ketoester 11, a precursor needed for 5E,9E,13E-geranylgeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E,9E,13E-geranylgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m/e): 313 [M – 18 + H]+, 331 [MH]+, 353 [M + K]. Example 2: S-Z.SE.IBE-Geranylgeranyl Acetone Synthesis Scheme 2

The chemical industry reduces the impact on the environment during synthesis 24034-73-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13826-35-2, (3-Phenoxyphenyl)methanol, 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, 13826-35-2, blongs to alcohols-buliding-blocks compound. Recommanded Product: 13826-35-2

General procedure: 4-Phenylphenol 2 (34.0mg, 0.2mmol) and cesium carbonate (97.7mg, 0.3mmol) were weighed to a sealed Schlenk (25mL) under Ar atmosphere. Pentafluorobenzene 1a (50.4mg, 0.3mmol) and DMSO (2.0mL) were added to the sealed Schlenk via syringe at room temperature respectively. The mixture was stirred at room temperature until the completion of the reaction (by TLC). Water (5mL) was added and the mixture was extracted with ethyl acetate (3×10mL). The organic extracts were combined, dried with anhydrous magnesium sulfate and then concentrated in vacuo. The residue was purified on silica gel to afford the product 3o (54.1mg, 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13826-35-2, its application will become more common.

Reference:
Article; Liu, Cuibo; Cao, Liming; Yin, Xuguang; Xu, Haolan; Zhang, Bin; Journal of Fluorine Chemistry; vol. 156; (2013); p. 51 – 60;,
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