Category: alcohols-buliding-blocks

Application of 597-31-9, 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.597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, molecular weight is 102.1317, as common compound, the synthetic route is as follows.

2,2-Dimethyl-3-hydroxypropionaldehyde (Hydroxypivalaldehyde, Mitsubishi Gas Chemical Co., Ltd., Purity 99.8%), 59.6 g of 2-ethyl-2-hydroxymethylpropane-1,3-diol (trimethylolpropane, Tokyo Chemical Industry Co., Ltd. reagent), 706 g of benzene, Granular Nafion (trade name “NR-50” Sigma Aldrich Reagent) 5.0 g in a 2-liter round bottom flask, Water generated under atmospheric pressure was withdrawn out of the system using a Dean-Stark trap while azeotropically boiling with benzene, The reaction was allowed to proceed until distillation of water stopped. This was filtered and recrystallized by concentration and cooling, To give crystals of 2- (5-ethyl-5-hydroxymethyl- [1,3] dioxan-2-yl) -2-methylpropan-1-ol.

The chemical industry reduces the impact on the environment during synthesis 597-31-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Mitsubishi Gas Chemical Co., Ltd.; Ikeno, Kento; Yokobori, Umi; Sato, Hideyuki; Hasemi, Takashi; (26 pag.)JP2016/84286; (2016); A;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 145691-59-4, name is (3,5-Dibromophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (3,5-Dibromophenyl)methanol

To a cooled (dry ice) mixture of 3, 5 -dibromobenzyl alcohol (1 g, 3.8 mmol) and PdCl2(dppf)[0.07 eq] in dry THF (10 mL) was added 1.1 M Et2Zn (15 mL, 16 mmol, 4.4 eq). The resulting mixture was allowed to warm to RT, stirred at 45¡ãC (programmed block temperature, overnight). To bring the reaction to completion (disappearance of both starting material and monoalkylated product) additional 1.1 M Et2Zn (10 mL, 11 mmol, 2.9 eq) was added with continued stirring at 45¡ãC (again overnight). After cooling, the reaction mixture was then added to a stirred mixture of dilute HCl and heptane/EtOAc (2: 1; -200 mL), and the organic layer was dried (Na2S04), filtered, and evaporated. Chromatography (10percent> EtO Ac/heptane) gave 0.33 g (yield of 53percent) of title product. 1H NMR (300 MHz, CDC13) delta 1.22 (t, 6 H), 1.65 (br s, 1 H), 2.61 (q, 4 H), 4.66 (s, 2 H), 6.95-7.05 (m, 3 H).

The synthetic route of 145691-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; GLICK, Gary, D.; HURD, Alexander, Ross; VAN HUIS, Chad, Alan; WO2011/35124; (2011); A1;,
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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. 89-95-2, name is 2-Methylbenzyl alcohol, molecular formula is C8H10O, 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. Quality Control of 2-Methylbenzyl alcohol

General procedure: To a mixture of the benzyl alcohol (1 mmol)and formic acid (3 mmol); 0.1 g tribromoisocyanuricacid (0.3 mmol) was added. The reaction mixturewas stirred at room temperature for 5 min. Aftercompletion of the reaction (TLC), dichloromethane(10 mL) was added to the reaction mixture andfiltered. The product was extracted with H2O (3¡Á10mL), and the organic layer was dried over anhydrousNa2SO4salt. Evaporation of the solvent underreduced pressure to give the almost pure product.

With the rapid development of chemical substances, we look forward to future research findings about 89-95-2.

Reference:
Article; Hekmatian, Zahra; Khazaei, Ardeshir; Oriental Journal of Chemistry; vol. 31; 3; (2015); p. 1565 – 1570;,
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Related Products of 39590-81-3 ,Some common heterocyclic compound, 39590-81-3, molecular formula is C5H10O2, 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.

1. Iodination of 6 to Prepare 7a: [0145] Triphenylphospine (257.2 g) and imidazole (66.7 g) were charged to a reactor. DCM (490 mL) was charged, agitation was initiated and the solution was cooled to 0 C. Iodine (249.2 g) was added as a solid portion-wise over 1 h while maintaining the internal temperature below 10 C. Upon completion of the addition, a solution of 6 (50 g) in DCM (113 mL) was slowly charged to the reactor over 0.5 h while maintaining the internal temperature below 10 C. After stirring for 2.5 h, an aqueous solution of NaCl (25 g) in water (225 mL) was charged to the reactor. Following phase separation, the bottom organic layer was diluted with n-heptane (550 mL). The organic phase was washed with an aqueous solution of sodium sulfite (21 g) in water (190 mL). Following layer separation, the organic phase was concentrated to 600 mL via vacuum distillation. Additional n-heptane (550 mL) was charged, and the mixture was again concentrated to 600 mL via vacuum distillation. The resulting slurry was filtered over a silica gel plug (85 g) that had been slurry packed with n-heptane. The silica gel plug was rinsed with additional n-heptane (1 L), and the filtrate was then concentrated via vacuum distillation to provide the desired product 7a as a colorless liquid (114 g, 70%). 1H NMR (400 MHz, CDCl3) delta 3.33 (s, 2H), 0.95 (s, 2H). 13C NMR (75 MHz, CDCl3): 19.1, 22.7, 26.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39590-81-3, its application will become more common.

Reference:
Patent; Gilead Sciences, Inc.; Scott, Robert William; Vitale, Justin Philip; Matthews, Kenneth Stanley; Teresk, Martin Gerald; Formella, Alexandra; Evans, Jared Wayne; US2013/324740; (2013); A1;,
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Application of 1072-52-2, Adding some certain compound to certain chemical reactions, such as: 1072-52-2, name is 2-(Aziridin-1-yl)ethanol,molecular formula is C4H9NO, 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 1072-52-2.

EXAMPLE 9 4-(2-hydroxyethyl)-3-thiamorpholinone (Compound 14) To a solution, stirred at ambient temperature, of 120 g of ethyl thioglycolate (1 mole) in 300 cm3 of absolute ethanol, placed under an inert atmosphere, there is slowly added a solution of 87 g (1 mole) of N-(2-hydroxyethyl)aziridine diluted in 100 cm3 of ethanol. The reaction is exothermic and the temperature of the reaction mixture is maintained at a temperature lower than 50 C. One half hour after the end of the introduction, the solution is brought to reflux for 6 hours. The ethanol is then removed and the resulting liquid is distilled under reduced pressure. BP/0.1-0.3 mm=167-170 C. The 4-(2-hydroxyethyl)-3-thiamorpholinone is a light yellow, viscous and hygroscopic liquid whose elemental analysis under the hydrated form is as follows:

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. 1072-52-2, 2-(Aziridin-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; L’Oreal; US4539320; (1985); A;,
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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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. A new synthetic method of this compound is introduced below., name: (3-Bromo-2-methylphenyl)methanol

Step B: 5-Bromo-4-methyl-2-benzofuran-U3H)-one: To a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of ThalliumTrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at RT. Analysis by LC showed a formation of product within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to provide the title compound

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, 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
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Application of 39590-81-3 , The common heterocyclic compound, 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, 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.

Preparation 22 Synthesis of [l-({[t-butyl (diphenyl) silyl] oxy} methyl) cyclopropylmetbanol Lithium aluminum hydride (LAH) 15.3g was dissolved in 39g of tetrahydrofuran, and 11.7g of the carboxylic acid prepared in Preparation 21 was slowly added dropwise at OIT. The reaction solution was refluxed for 17 hours. The reaction was stopped by adding 10% HCl at room temperature and the mixture was extracted with ethyl acetate. The extract was distilled under reduced pressure and the residue was purified by silica gel column to give 8.2g of diol compound. ‘H NMR (CD3) 6 0.56 (s, 4H), 2.22 (s, 2H), 3.63 (s, 4H) The compound thus obtained (400mg) was dissolved in 12mNo. of THF, 184mg of NaH and 1. 16g of t-butyldiphenylsilylchloride (TBDPSCI) were added, and the resulting mixture was refluxed for 6 hours. The reaction was stopped by adding I OmUSD of water and the mixture was extracted with ethyl acetate, The extract was distilled under reduced pressure and the residue was purified by silica gel column to give l. lg of the title compound. 1H NMR(CDCl3) No. 0.33 (t, 2H), 0. 48 (t, 2E9, 1.23 (s, 9H), 3.59 (d, 4H), 7.42 (m, 6H), 7.68

The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2005/79812; (2005); A1;,
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Electric Literature of 4277-34-3, 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 4277-34-3 as follows.

(E)-2-Cyanoethyl cyclooct-4-enyl diisopropylphosphoramidite (2). To a solution of (E)-Cyclooct-4-enol (70 mg, 0.56 mmol) in 2 ml of absolute CH2Cl2 under argon diisopropylethylamine (0.33 ml, 1.90 mmol) was added. The mixture was cooled to 0C and 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite (141 mul, 0.63 mmol, 1.05 eq) was added. After stirring for one hour at RT, the reaction mixture was directly loaded on a silica column. Purification by flash chromatography (hexane/ethyl acetate 95:5) yielded the product as colourless oil (100 mg, 0.31 mmol, 55%). 1H-NMR (500 MHz, CDCl3, 25C, TMS): delta = 1.16-1.19 (m, 12H), 1.55-1.63 (m, 2H), 1.86-2.37 (m, 8H), 2.63 (t, J = 6.55 Hz, 2H), 3.51-3.61 (m, 3H), 3.72-3.85 (m, 2H), 5.38-5.44 (m, 1 H), 5.54-5.61 (m, 1H). 13C {1H, 31P} NMR (75 MHz, CDCl3, 25C, TMS): delta=20.3, 24.4, 24.6, 31.1, 31.3, 32.7, 32.8, 34.4, 40.0, 40.3, 42.9, 43.0, 43.2, 58.1, 58.3, 79.6, 80.0, 117.6, 132.6, 135.1, 135.2. 31P-NMR (121 MHz, CDCl3,25C, H3PO4): delta=145.5, 146.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4277-34-3, its application will become more common.

Reference:
Patent; Deutsches Krebsforschungszentrum; Ruprecht-Karls-Universitaet Heidelberg; Schoch, Juliane; Jaeschke Andres; Samanta, Ayan; Wiessler, Manfred; EP2565199; (2013); A1;,
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Related Products of 7589-27-7, Adding some certain compound to certain chemical reactions, such as: 7589-27-7, name is 2-(4-Fluorophenyl)ethanol,molecular formula is C8H9FO, 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 7589-27-7.

Step 1: Preparation of 1-(2-bromoethy -4-fluorobenzenePhosphorus tribromide (19.3 g, 71.3 mmol) was added slowly into a solution of 2-(4- fluorophenyl)ethanol (5.0 g, 35.7 mmol) in hexane at 0 ‘C. After 12 hours under stirring, the reaction mixture was diluted with a 10% aqueous solution of NaHC03 and ethyl acetate. The organic layer was washed with water and brine, dried (Na2S04) and concentrated under vacuum to give the title compound (5.7 g, 78 %). TLC: ethylacetate/ Hexane (3/7): R, : 0.85. 1H NMR (CDCI3, 400 MHz): delta 7.20-7.16 (m, 2H), 7.03-6.99 (m, 2H), 3.56 (t, J=7.40 Hz, 2H), 3.15 (t, J=7.44 Hz, 2H).

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. 7589-27-7, 2-(4-Fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh; WO2012/130915; (2012); A1;,
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Related Products of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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-Cyclopropylethanol, (21.35 g, 248 mmol, Lancaster), imidazole (25.32 g, 372.4 mmol, Aldrich), and [TRIPHENYLPHOSPHINE] (84.64 g, 323 mmol, Aldrich) were dissolved into methylene chloride (300 mL). The resulting mixture was cooled to [0C] in an ice bath. Afterward, iodine (75.37 g, 298 mmol, Aldrich) was added portion- wise such that the temperature remained at less than [30C.] After this addition was complete, the mixture was allowed to warm to ambient temperature and mix under N2 overnight. The mixture was then diluted with deionized water (250 mL). Subsequently, the layers were separated. The methylene chloride layer was washed with 200 mL each of 10% HCl (aq) (200 mL), saturated [NAHC03 (AQ)] (200 mL), and 10g Na2S203 in deionized water (200 mL). The methylene chloride layer was dried over [MGS04,] filtered, and concentrated in vacuo with a rotovap having a bath temperature of less than [25C] to form solids. Hexanes (150 mL) were added to the solids, and the mixture was slurried for approximately [LHR.] The solids were-then filtered and washed with hexanes (150 mL). The filtrate was passed through a pad of silica (pre-washed with hexanes), with the silica being washed with hexanes to elute the product through the silica. Five bulk fractions of 350 mL each were taken. Product was detected in the first 3 fractions, and had little [TRIPHENYLPHOSPHINE] contamination. Those fractions were combined and concentrated in vacuo with a [ROTOTRAP] having a bath temperature of less than [25C] to form 30.08 g of an oil (62% [YIELD). 1H] NMR was consistent with the desired cyclopropyl ethyl iodide intermediate product.

According to the analysis of related databases, 2566-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/811; (2003); A1;,
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