Author: tianli

Application of 764-48-7, 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. 764-48-7, name is Ethylene Glycol Vinyl Ether. A new synthetic method of this compound is introduced below.

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,764-48-7, its application will become more common.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
Alcohol – Wikipedia,
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Synthetic Route of 3391-86-4 , The common heterocyclic compound, 3391-86-4, name is Oct-1-en-3-ol, molecular formula is C8H16O, 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 solution of [Pd(HSS)] (1.25 × 10-7 to 2.5 × 10-7 mol) in water(100-200 muL), oct-1-en-3-ol (2.5 × 10-4 mol), and 3 mL of 0.2 Macetate buffer of appropriate pH (I = 0.2 M KCl) were placed into ahigh-pressure tube. The tube was repeatedly evacuated and filled withH2 and finally pressurized with H2 to reach 1-5 bar total pressure. Thereaction vessel was immersed into a thermostated bath (25-80 C), andthe mixture was stirred for the desired reaction time. At room temperaturethe products were extracted with 2 mL of toluene, dried overMgSO4, and subjected to gas chromatography.

The synthetic route of 3391-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lihi, Norbert; Bunda, Szilvia; Udvardy, Antal; Joo, Ferenc; Journal of Inorganic Biochemistry; vol. 203; (2020);,
Alcohol – Wikipedia,
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Electric Literature of 7287-81-2, 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 7287-81-2, name is 1-(m-Tolyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 2,2,6,6-Tetramethylpiperidine 1-oxyl (TEMPO, 9.4 mg,0.06 mmol, 3 mol %), 2,2?-bipyridyl (9,4 mg, 0.06 mmol,3 mol %), [Cu(CN)4]OTf (22.6 mg, 0.06 mmol, 3 mol %) and1-methylimidazole (NMI, 11.5 mg, 11.2 muL, 0.14 mmol,7 mol %) were placed in a zirconia-milling beaker (45 mL)equipped with four balls (two balls × 5 mm , two balls ×12 mm ) of the same material. The jar was sealed and ballmilled for 1 min. Then, benzyl alcohol (216.3 mg, 207 muL,2.0 mmol), NaCl (1.0 g) together with other two zirconia balls(12 mm ) were added and the reaction mixture was subjectedto grinding for further 10 minutes overall (two cycles of5 minutes each). The first milling cycle was followed by a breakof 2 min leaving in the meantime the uncovered jar in open air.The progress of the reaction was monitored by TLC analysis(heptane/AcOEt 9:1 v/v) and GC-MS analysis on an aliquot ofthe crude. Upon completion of the ball milling process, the jarwas opened, the milling balls were removed and the resultingcrude product (adsorbed on NaCl) was then easily transferredinto a separating funnel filled with an aqueous 10% citric acidsolution (20 mL). The aqueous phase was extracted withcyclopentyl methyl ether (or alternatively with AcOEt)(3 × 15 mL). The combined organic fractions were washed withH2O (25 mL) and brine (25 mL), then dried over Na2SO4, andconcentrated in vacuo to give benzaldehyde in high yield (195 mg, 92%) and good purity (>93% by GC analysis). Alternatively, after completion of the reaction, the resulting crudeproduct (adsorbed on NaCl) can be also easily purified by ashort column chromatography on silica gel using heptane/ethylacetate (9:1 v/v) as the eluents to afford pure aldehyde 2b inhigh yield (202 mg, 95%) as a colourless liquid.

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 7287-81-2, 1-(m-Tolyl)ethanol.

Reference:
Article; Porcheddu, Andrea; Colacino, Evelina; Cravotto, Giancarlo; Delogu, Francesco; De Luca, Lidia; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2049 – 2055;,
Alcohol – Wikipedia,
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Reference of 52085-92-4 , The common heterocyclic compound, 52085-92-4, name is 5-Fluoro-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9FO, 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 mixture of 5-fluoroindan-l-ol (2.03 g, 13.32 mmol) and thionyl chloride (1.5 mL, 19.98 mmol) in 20 mL of toluene was stirred for 30 min at room temperature, followed by 17 h at 55 0C. After cooling to room temperature, the solvents were evaporated to give a brown oil. The oil was taken up in ethyl acetate (25 mL) and washed with water (20 mL) and saturated NaHCO3 (20 mL). The ethyl acetate layer was dried (Na2SO4), filtered, and evaporated in vacuo to give the title compound as a brown oil (1.9 g, 84 %). 1H NMR (400 MHz, CDCl3) delta 7.37 (IH, m), 6.92 (2H, m), 5.40 (IH, m), 3.20 (IH, m), 2.90 (IH, m), 2.62 (IH, m), 2.41 (IH, m).

The synthetic route of 52085-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; NEUROGEN CORPORATION; WO2006/122200; (2006); A1;,
Alcohol – Wikipedia,
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Related Products of 71176-54-0, 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.71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, molecular weight is 153.18, as common compound, the synthetic route is as follows.

A solution of methyl sebacate (3.8 g, 17 mmol), 15 (2.5 g, 17 mmol) and EEDQ (8.1 g, 33 mmol) in 2: 1 dichloromethane / methanol (200 mL) was stirred at room temperature for 2 hours. Upon completion the solution was concentrated to dryness. The solid obtained was triturated with dichloromethane (50 mL) and filtered. The solid was rinsed with cold dichloromethane and air dried to afford 16 as a colorless solid (4.3 g, 72percent). Rf (0.33, EtOAc).

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC.; HEYES, James; HOLLAND, Richard J.; MARTIN, Alan D.; WOOD, Mark; (201 pag.)WO2017/177326; (2017); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 30379-58-9 ,Some common heterocyclic compound, 30379-58-9, molecular formula is C9H10O3, 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.

step 4-; A mixture of 43 (400 mg, 1.74 mmol), hydroxy-acetic acid benzyl ester (0.394 mL, 2.78 mmol) and Cs2CO3 (1.19 g, 3.65 mmol) and DMF (95 mL) was heated to 70 C. overnight. The same amount of hydroxy-acetic acid benzyl ester and Cs2CO3 was then added and heating at 73 C. was continued for 62 hours. The reaction was cooled at RT and water was added. The mixture was acidified by addition of HCl (1M) and extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered and concentrated. The residue was purified via SiO2 chromatography eluting with DCM/MeOH/NH4OH (60/10/1) to afford 0.213 g of 44.

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. 30379-58-9, Benzyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lemoine, Remy; Melville, Chris Richard; Rotstein, David Mark; Wanner, Jutta; US2007/191335; (2007); A1;,
Alcohol – Wikipedia,
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Electric Literature of 1805-32-9, Adding some certain compound to certain chemical reactions, such as: 1805-32-9, name is 3,4-Dichlorobenzyl alcohol,molecular formula is C7H6Cl2O, 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 1805-32-9.

Example 32; (3,4-Dichlorophenyl)methyl 2-cyanopyrazolidine-1 -carboxylate (32)(3,4-Dichlorophenyl)methyl chloroformate was prepared by dissolving 3,4-dichlorobenzyl alcohol (122.0 mg, 0.69 mmol) was in 3 mL dichloromethane followed by diisopropylethylamine (145 uL, 0.83 mmol). 20% Phosgene in toluene (473 uL, 0.83 mmol) was added dropwise and the reaction mixture was allowed to stir at room temperature for 2 hours. 4 was prepared according to Example 4. To this was added the 3,4- (dichlorophenyl)methyl chloroformate in one portion and the reaction mixture was stirred overnight at room temperature. After removal of solvent by rotary evaporation, the title EPO compounalpha was purified by silica gel chromatography (CombiFlash, 20% ethyl acetate in hexanes to 100% ethyl acetate over 10 minutes.) The appropriate fractions were collected, combined and evaporated to dryness to yield 32 (57.9 mg, 28.0%), ESMS 300.4 (M+H+).

According to the analysis of related databases, 1805-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/94003; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 2425-41-4 ,Some common heterocyclic compound, 2425-41-4, molecular formula is C12H16O4, 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.

The monobenzalpentaerythritol, 12 (4.16 g, 18.5 mmol), (3.4) 12G1-C02H (4a) (20.00 g, 40.75 mmol), and DPTS (5.45 g, 18.5 mmol) were dissolved in anhydrous CH2C12 (100 mL). DCC (9.94 g, 48.2 mmol) dissolved in anhydrous CH2C12 (10 mL) was added and the reaction was stirred for 12 h at room temperature under nitrogen atmosphere. After the reaction was complete, the mixture was diluted, filtered, and rinsed with Et20. The solvent was removed and the crude product was purified by column chromatography (Si02, 10% Et20:hexane) and followed by precipitation in MeOH to give a white solid as a product: 21.18 g (98%). NMR (500 MHz, CDC13) delta 7.60 (m, 2H, 2ArH-6), 7.54 – 7.48 (m, 4Eta, 2ArH-2, PhH- 3, 5), 7.38 (m, 3Eta, 3PhH-2, 4, 6), 6.83 (overlapped d, 2Eta, 2ArH-5), 5.51 (s, 1Eta, CH-acetal), 4.81 (s, 2Eta, ArC02CH2), 4.32 (d, J= 1 1.7 Hz, 2H, 20CHaHb-ring), 4.25 (s, 2H, ArC02CH2), 4.07 – 3.98 (m, 10Eta, 4ArOCH2, 20CHaHb-ring), 1.87 – 1.78 (m, 8Eta, 4ArOCH2CH2), 1.51 – 1.43 (m, 8Eta, 4ArOCH2CH2CH2), 1.26 (m, 64Eta, 4(CH2)8CH3), 0.88 (t, J= 6.8 Hz, 12H, 4G). 13C NMR (126 MHz, CDC13) delta 166.0 (C=0), 165.9 (C=0′), 153.5 (ArC-4), 153.3 (ArC-4′), 148.6 (ArC-3), 148.51 (ArC-3′), 137.6 (PhC-1), 129.1 (PhC-3, 5), 128.3 (PhC-4), 126.1 (PhC-2, 6), 123.5 (ArC- 1), 123.4 (ArC-1 ‘), 122.0 (ArC-6), 121.5 (ArC-6′), H4.3 (ArC-2), 1 14.2 (ArC-2′), 11 1.84 (ArC- 5), 1 11.80 (ArC-5′), 102.2 (CH-acetal), 69.7 (OC-ring), 69.2 (ArOCH2), 69.0 (ArOCH2), 68.9 (ArOCH2′), 63.7 (ArC02CH2), 62.9 (ArC02CH2’), 37.73 (C(CH20)4), 31.8 (CH2CH2CH3), 29.62, 29.60, 29.57, 29.55, 29.52, 29.35, 29.30, 29.28, 29.1, 28.98, 28.96, 25.94 (ArOCH2CH2CH2), 25.88 (ArOCH2CH2CH2), 22.6 (CH2CH3), 14.0 (CH3). The spectroscopic data of 16a are in agreement with those previously reported.

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. 2425-41-4, (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PERCEC, Virgil; WO2014/190024; (2014); A1;,
Alcohol – Wikipedia,
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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.109-83-1, name is 2-(Methylamino)ethanol, molecular formula is C3H9NO, molecular weight is 75.1097, as common compound, the synthetic route is as follows.Application In Synthesis of 2-(Methylamino)ethanol

2-(methylamino)ethanol (3.8 ml), 46.9 mmole) was dissolved in DCM (200 ml) and triethylamine (15 ml, 107 mmole) was added. The solution was cooled to 0 C., a solution of 4-methoxy-2,6-dimethylbenzene-1-sulfonyl chloride (10 g, 42.6 mmole) dissolved in DCM (100 ml) was added, and the whole was stirred for 1.5 hours at RT. After completion of the reaction HCl (0.5 M, 100 ml) was added, the phases were separated, washed with water, dried over Na2SO4 and concentrated by evaporation. The crude product was used without further purification in the next stage. Yield 12.2 g, >100%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-83-1, 2-(Methylamino)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 150192-39-5, 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 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Dissolve 18 (MW 217.06, 47.2 mmol, 10.24 g) in 55 mL CH2Cl2 and cool to -200 C. Add diispropylethylamine, DIEA, (MW 129.25, d 0.742, 1.3 equ, 10.69 mL) then methane sulfonyl chloride (MsCl) (MW 114.55, d 1.480, 1.2 equ, 4.38 mL). Age -50 C. to 00 C. for 1 h then quench into 55 mL water. Extract with CH2Cl2 then wash with 1N H2SO4 (40 mL), then brine. Dry organic layers (magnesium sulfate) and concentrate in vacuo to afford 19 (MW 295.15, 13.23 g) in 95% 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 150192-39-5, (2-Bromo-5-methoxyphenyl)methanol.

Reference:
Patent; Merck & Co., Inc.; US6353110; (2002); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts