Author: tianli

Application of 144-19-4 ,Some common heterocyclic compound, 144-19-4, molecular formula is C8H18O2, 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.

To a 3.8 liter jacketed vessel, 424 grams of 2,2,4-trimethyl-1,3-pentanediol (TMPD Glycol) were charged and heated to a nominal temperature of 150 C. When the TMPD Glycol began to melt, the agitator was switched on to a speed of 400 rpm. In a separate vessel, 1674 grams of 2-ethylhexanoic acid (2-EH) was heated. When the temperature of the 2-EH reached 175 C., it was added to the TMPD Glycol forming a clear solution. The solution was heated until it reached 240 C. The temperature of the vessel contents was controlled by manipulating the temperature of the fluid in the vessel jacket. A sparge of nitrogen was established through a small pipe that discharged 50 cc/min of nitrogen to the base of the vessel under the impeller. Nitrogen purging was discontinued after 1 hours of operation. The pressure of the vessel was atmospheric (760 mmHg). A condenser located in the line between the vessel and the vacuum pump condensed any vapors in the gas and was collected in a receiver vessel where it separated into an aqueous and water layer. The organic layer comprising mainly 2-EH was returned to the vessel while the water layer was removed from the system. During the experiment, samples of the solution were taken at discrete intervals to monitor the progress of the reaction. The results of this experiment are shown in Table 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. 144-19-4, 2,2,4-Trimethyl-1,3-pentanediol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eastman Chemical Company; US7674931; (2010); B1;,
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Related Products of 25055-82-7, Adding some certain compound to certain chemical reactions, such as: 25055-82-7, name is 2-(3-Methyl-3H-diazirin-3-yl)ethanol,molecular formula is C4H8N2O, 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 25055-82-7.

4-hydroxy-2-butanone (20, 1.00 g, 11.35 mmol) was pipetted into a dry flask and cooled to 0C under nitrogen atmosphere. 7N methanolic ammonia (11.2 mL, 79 mmol) was added via syringe, and the solution was allowed to stir at 0C for 3 hours. A solution of hydroxylamine-O-sulfonic acid (1.476 g, 13.05 mmol) in methanol (9.7 mL) was added dropwise, then was allowed to stir for an additional 16 hours while slowly warming to room temperature. The reaction was filtered through a sintered glass funnel, then transferred to a reaction vessel and re-cooled to 0C. Triethylamine (1.58 mL,11.35 mmol) was added, then molecular iodine (2.88 g, 11.35 mmol) was added slowly in 10 equal portions until the purple/brown color of iodine persisted in the reaction vessel. The solvent was removed under reduced pressure, and purification of the crude isolate via Kugelrohr distillation (60C, 1-3 torr) delivered the 2,2-diazirinyl intermediate as a clear oil (304 mg, 27% yield). A portion of this intermediate (300 mg, 3.00 mmol) was dissolved in dry pyridine (6 mL) and cooled to 0C in an ice bath. To this solution was added p-toluenesulfonyl chloride (628 mg, 3.30 mmol). The reaction mixture was allowed to stir for 24 hours at 0-4C, then was poured into a mixture of 37%w/v HCl (15 mL) and ice (80 mL). The resulting suspension was extracted 3x with ether, then the pooled organic layers were washed with 1N HCl solution, 1N NaOH solution, water, and brine. The organic extract was dried over MgSO4, vacuum filtered, and concentrated to a clear oil (428 mg, 15% yield over 3 steps) used without further purification. TLC Rf (2:1 hex:EtOAc) = 0.6. 1HNMR (500 MHz, CDCl3) delta 7.82 (d, J = 7.9 Hz, 2H), 7.37 (d, J= 7.9 Hz, 2H), 3.96 (t, J = 6.4 Hz, 2H), 2.46 (s, 3H), 1.68 (t, J= 6.4 Hz, 2H), 1.01 (s, 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. 25055-82-7, 2-(3-Methyl-3H-diazirin-3-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yestrepsky, Bryan D.; Kretz, Colin A.; Xu, Yuanxi; Holmes, Autumn; Sun, Hongmin; Ginsburg, David; Larsen, Scott D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1538 – 1544;,
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Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-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, HPLC of Formula: C17H16O3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C17H16O3

Example 1 [0193] 1.20 g (2.0 mmol) of a naphthol compound represented by the following formula (22) and 0.80 g (3.0 mmol) of a propargyl alcohol compound represented by the following formula (23) were dissolved in 70 ml of toluene, 0.022 g of p-toluenesulfonic acid was further added to the resulting solution, and the obtained mixture was stirred under reflux by heating for 1 hour. After a reaction, the solvent was removed, and the obtained product was purified on silica gel by chromatography to obtain 1.35 g of a white powder product. The yield was 80 %. [0194] The elemental analysis values of this product were 78.22% of C, 6.72 % of H, 1.55 % of N and 3.75 % of S which were almost equal to the calculated values of C52H52O6 (C: 78.26 %, H: 6.81 %, N: 1.66 %, O: 9.48 %, S: 3.80 %) [0195] When the proton nuclear magnetic resonance spectrum of the product was measured, it showed 18H peaks based on the methyl proton and methylene proton of a tetramethyl-cyclohexane ring at delta of around 1.0 to 3.0 ppm, 20H peaks based on the methyl proton of a methoxy group, the methyl proton of a methylthio group and the ethylene proton of a morpholino group at delta of around 2.3 to 5.0 ppm and 19H peaks based on an aromatic proton and an alkene proton at delta of around 5.6 to 9.0 ppm. Further, when the 13C-nuclear magnetic resonance spectrum was measured, it showed a peak based on the carbon of an aromatic ring at delta of around 110 to 160 ppm, a peak based on the carbon of an alkene at delta of around 80 to 140 ppm and a peak based on the carbon of an alkyl at delta of around 20 to 60 ppm. [0196] It was confirmed from the above results that the isolated product was a compound represented by the following formula (24).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Tokuyama Corporation; TAKAHASHI Toshiaki; TAKENAKA Junji; MOMODA Junji; TERANISHI Kazuhiro; SANDO Mitsuyoshi; IZUMI Shinobu; EP2669277; (2013); A1;,
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Synthetic Route of 702-23-8, 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. 702-23-8, name is 2-(4-Methoxyphenyl)ethanol. A new synthetic method of this compound is introduced below.

Methoxybenzyl alcohol (64.1g, 420mmol), dichloromethane (530 ml), triethylamine (85.2g, 840mmol) and methanesulfonyl chloride (57.9g, 505mmol) added to the reaction flask and the reaction was stirred at room temperature, the reaction was complete pH was adjusted to neutral, extracted, washed, separated, the organic phase was concentrated under reduced pressure to give a pale yellow oil of 2- (4-methoxy – phenyl) – ethanol methanesulfonate (90.6 g), yield 93.4% .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-23-8, its application will become more common.

Reference:
Patent; Chengdu Hong Pharmaceutical Co., Ltd.; Ke, Xiao; Yan, Jun; (29 pag.)CN103483210; (2016); B;,
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Related Products of 135362-69-5, 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 135362-69-5, name is 3-((4-Methoxybenzyl)oxy)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of the mono-PMB-protected diol (20.56 g, 104.8 mmol, 1.0 equiv) inCH2Cl2 (52 mL) at 0 C was added triethylamine (73.0 mL, 524 mmol, 5.0 equiv), DMSO(52 mL), and SO3pyridine (50.0 g, 314 mmol, 3.0 equiv). After stirring for 1.5 h at 0 C,the reaction was quenched with pH 7 phosphate buffer solution (0.5 M, 800 mL). Theaqueous phase was extracted with Et2O (2 × 400 mL), then EtOAc (2 × 400 mL). Theorganics were washed once with brine, dried over Na2SO4, filtered, and concentrated invacuo. Silica gel chromatography (80:20 to 2:1 hexanes/EtOAc) afforded the titlecompound (14.37 g, 71%), with spectroscopic data in agreement with literature values

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 135362-69-5, 3-((4-Methoxybenzyl)oxy)propan-1-ol.

Reference:
Article; Schleicher, Kristin D.; Jamison, Timothy F.; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1533 – 1550;,
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Related Products of 52273-77-5, Adding some certain compound to certain chemical reactions, such as: 52273-77-5, name is 2-(3-Aminophenyl)ethanol,molecular formula is C8H11NO, 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 52273-77-5.

EXAMPLE 2 4-[4-(1-Amino-1-methylethyl)phenyl]-5-chloro-N-[3-(2-hydroxyethyl)phenyl]pyrimidine-2-amine The title compound was prepared from 4-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-2,5-dichloropyrimidine (1.50 g, 6.55 mmol) and 2-(3-aminophenyl)ethanol (942 mg, 6.87 mmol) following the method of Example 1. The crude product was purified by chromatography (Silica, 10% methanol in CH2Cl2) to give the title compound as a brown solid (600 mg) m.p. 184-185. deltaH (d6DMSO) 9.77 (1H, s), 8.57 (1H, s), 7.79 (2H, d, J 8.4 Hz), 7.68 (2H, d, J 8.4 Hz), 7.61-7.58 (2H, m), 7.17 (1H, t, J 7.7 Hz), 6.82 (1H, d, J 7.4 Hz), 4.62 (1H, bs), 3.60 (2H, t, J 7.0 Hz), 2.68 (2H, t, J 7.1 Hz), 2.07 (2H, bs), 1.41 (6H, s); MS (ESI) 383 (MH+, 35Cl).

According to the analysis of related databases, 52273-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celltech R & D Limited; US6600037; (2003); B1;,
Alcohol – Wikipedia,
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Electric Literature of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

5-Bromo-3-[1 -(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyrazin-2-ylamine was prepared following procedure 2 below, from 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol and 3,5-dibromo-pyrazin-2-ylamine. 1H NMR (400 MHz, DMSO-d6) 6 1.74 (d, 3H), 6.40 (m, 1H), 6.52 (br s, 2H), 7.30 (m, 1H), 7.48 (m, 1H), 7.56 (s, 1H); MS m/z 382 (M+1); To an ice cooled solution of substituted benzyl alcohol (1.0 molar equivalent) and anhydrous tetrahydrofuran (0.14 M) was added sodium hydride (1.0 molar equivalent) slowly under nitrogen atmosphere. After stirring for 30 minutes, 3,5-dibromopyrazin-2-ylamine (1.0 molar equivalent) in tetrahydrofuran (0.56 M) was added via an addition funnel at a fast dropwise rate. Once the addition wascomplete the ice bath was removed and the reaction was refluxed under nitrogen and monitored by reversed phase HPLC. After 18 hr HPLC showed that the majority of the starting 3,5-dibromopyrazin-2-ylamine had been consumed and the reaction was allowed to cool to room temperature. The reaction mixture was concentrated, diluted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuum. The crude product was purified using a silica gel eluting with 1:1 ethyl acetate/dichloromethane to yield the 5-bromo-3-(substituted-benzyloxy)-pyrazin-2-ylamine as a white solid in 60-90% yield

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 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-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, Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

N, N-carbonyldiimidazole (5.36 g, 33 mmol) was added to a solution of N- (trifluoroacetyl) anthranilic acid (7.69 g, 33 mmol) prepared as described in Example 94 (1) above in tetrahydrofuran (80 ml) at room temperature with stirring under a nitrogen atmosphere, and-the resulting mixture was stirred for 1 hour. At the end-of this time, a solution of 2- (4-aminophenyl)-1, 1, 1, 3,3, 3-HEXAFLUORO-2-PROPANOL (5.70 g, 22 mmol) in tetrahydrofuran (60 ML) was added to the reaction mixture, and the resulting mixture was stirred at 70°C for 6 hours under the nitrogen atmosphere. The reaction mixture was then concentrated, poured into water and extracted twice with ethyl acetate (200 ML). The combined organic layers were washed successively with water (100 ml), 1N hydrochloric acid (100 ml), water (100 ml) and a saturated aqueous sodium chloride solution (100 ml) and dried over anhydrous sodium sulfate. The solvent was thus removed and the residue thus obtained was purified by silica gel column chromatography using a 5: 1 by volume mixture of hexane and ethyl acetate AS ELUANT to yield the title compound as a colorless solid (1.48 g, yield: 15percent). This product was recrystallized from a mixed solvent of hexane and ethyl acetate to yield colorless prisms. mp 183°C. IR (KBR) : SMAVc 3173,1670, 1373,1227, 1173,966 CM- . LH-NMR (400MHz, CDC13) : 8 8.34 (1H, d, J = 8.2 Hz), 7.91 (4H, M), 7.68 (1H, M), 7.42 (2H, d, J = 8.2 Hz), 3.86 (1H, s). FABMS (m/z): 457 ( [M+H] +). FABHRMS (m/z): calcd. for CLAHSFGN2ONA ([M+NA] +) : 479.0418 ; found: 479.0431. Anal. calcd. for C18H9F9N202 : C, 47.38 ; H, 1.99 ; N, 6.14 ; found : C, 46.98 ; H, 2.24 ; N, 6.54.

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); 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.1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol, molecular formula is C8H7F3O2, molecular weight is 192.1352, as common compound, the synthetic route is as follows.COA of Formula: C8H7F3O2

1-(Bromomethyl)-4-(trifluoromethoxy)benzene: To a solution of (4-(trifluoromethoxy)phenyl)methanol (3.6 g, 18.8 mmol) in CH2Cl2 (60 mL) was added PBr3 (6 g, 22.2 mmol) dropwise with stirring, while cooling to a temperature of 0-10 C. over a time period of 30 min. The resulting mixture was stirred at room temperature for 3 h. Water (30 mL) was added and the mixture washed with aqueous NaHCO3 (2×30 mL) and brine (30 mL). The organic solution was dried (Na2SO4) and concentrated in vacuo to afford the title compound (3.5 g, 66%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1736-74-9, 4-(Trifluoromethoxy)benzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; KALYPSYS, INC.; US2007/270434; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 623-61-0, Isopropyl glycolate, 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, 623-61-0, blongs to alcohols-buliding-blocks compound. name: Isopropyl glycolate

General procedure: The nucleoside (3.21 mmol) was suspended in THF (25 ml). Under nitrogen and at 0 C., POCl3 (4.82 mmol) was added and the reaction mixture was allowed to reach at room temperature overnight. The reaction mixture was cooled down to 0 C. and a mixture of alcohol (3.53 mmol) and TEA (16.06 mmol) in CH3CN (10 ml) was added dropwise. The mixture was stirred at 0 C. during 1 hour. N-Methylimidazole (19.27 mmol) was added at 0 C. and after 15 min at 0 C., the reaction mixture was stirred at room temperature during 2 hours. The mixture was quenched on a solution 0.5M phosphate buffer (pH=7) and the product was extracted with CH2Cl2. The organic layer was dried on Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by silica gel chromatography (eluent: CH2Cl2/CH3CH2OH 0 to 20%) and by preparative MS/HPLC to give the expected compounds as a mixture of diastereoisomers. For this reaction, the solvent was P(OEt)3. White solid; 4% yield; 1H NMR (DMSO-d6, 400 MHz) delta (ppm) 1.21-1.27 (m, 9H), 3.95-3.96 (m, 3H), 4.24-4.30 (m, 1H), 4.64-4.78 (m, 4H), 5.00 (septuplet, J=6.22 Hz, 1H), 6.26-6.33 (m, 1H), 6.52 (brs, 2H), 8.10 (brs, 1H); 31P NMR (DMSO-d6, 162 MHz) delta (ppm) -6.51 (s, 0.90P), -5.21 (s, 0.10P); 19F NMR (DMSO-d6, 376.50 MHz) delta (ppm) -158.57 (1F); MS (ESI) m/z=476.2 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-61-0, its application will become more common.

Reference:
Patent; PARSY, Christophe Claude; ALEXANDRE, Francois-Rene; DOUSSON, Cyril B.; DUKHAN, David; GOSSELIN, Gilles; RAHALI, Houcine; SURLERAUX, Dominique; US2013/315867; (2013); A1;,
Alcohol – Wikipedia,
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