Month: May 2021

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

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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. Recommanded Product: 111-46-6

1.122 g of tBuOK (potassium tert-butoxide) was dissolved in 6.5 ml of dry THF (tetrahydrofuran)2.12g of diethylene glycol was added under the protection of ice-water outer bath under argon, the reaction was stirred for 30 minutes, then 1.18g of bromopropyne was added dropwise,The reaction was complete after dropping 1 hour ice water bath, the reaction was carried out at room temperature for 12 hours, the reaction was stopped after diatomaceous earth filter layer, the filtrate evaporated to give a yellow oil, 300-400 mesh silica gel medium pressure separation,The mobile phase of petroleum ether: ethyl acetate = 4: 1, the product fractions were collected and evaporated to give the product 0.976g pale yellow oily product, yield 72.8%.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 929-06-6, 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 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To an ice-cold solution of 2-(2-aminoethoxyethanol) (10 g, 95.23 mmol) indichloromethane (500 mL) was added triethylamine (19.23 g, 190.47 mmol), followed by Boc-anhydride (22.62 g, 104.76 mmol) dropwise over fifteen minutes at 0 C. The reaction mixture was allowed to warm to rt and stirred for 18 h while monitoring by TLC.The solvent was removed under reduced pressure and the residue was taken up in ethyl acetate (400 mL) and washed with saturated ammonium chloride solution (2 x 250 mL).The organic layer was dried over anhydrous sodium sulphate and concentrated to give tert-butyl (2-(2-hydroxy)ethoxy)ethylcarbamate (10.9 g, 55.8%) as a colorless liquid. 1HNMR (400 MHz, DMSO-i/6) delta ppm 6.76 (1H, s), 4.56 (1H, t, J=5.2 Hz), 3.50-3.46 (2H, m), 3.41-3.36 (4H, m), 3.10-3.05 (2H, m), 1.38 (9H, s).

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; THOMPSON III, Lorin A.; WU, Yong-Jin; ZHANG, Yunhui; WO2012/9309; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 2807-30-9, Adding some certain compound to certain chemical reactions, such as: 2807-30-9, name is 2-Propoxyethanol,molecular formula is C5H12O2, 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 2807-30-9.

Compound 172: 2-((R)-1-[1,4]Dioxan-2-ylmethoxy)-9-(2-propoxy-ethoxy)-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one Intermediate 7 (0.25 g, 0.76 mmol, 1 eq.), 2-Propoxy-ethanol (105 muL, 0.91 mmol, 1.2 eq.) and PPh3 (238 mg, 0.91 mmol, 1.2 eq.) were suspended in 1,4-dioxane (10 mL) and the mixture was degassed with N2. DIAD (0.180 mL, 0.91 mmol, 1.2 eq.) was added and the reaction was stirred at RT overnight. 0.3 eq. of DIAD and PPh3 were added, and the reaction mixture was stirred at room temperature for an extra 24 h. Reaction mixture was diluted with brine, extracted with EtOAc, dried over MgSO4 and concentrated. Crude product was purified on silicagel column to give compound 172.

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. 2807-30-9, 2-Propoxyethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; LABEGUERE, Frederic Gilbert; NEWSOME, Gregory John Robert; ALVEY, Luke Jonathan; SANIERE, Laurent Raymond Maurice; FLETCHER, Stephen Robert; US2013/165437; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 180205-28-1 ,Some common heterocyclic compound, 180205-28-1, molecular formula is C5H11NO, 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.

Part C To a solution of 1-(aminomethyl)cyclobutanol (62.5 mmol) in dichloromethane (312 mL) was added triethylamine (8.71 mL, 62.5 mmol) and 4-chloro-3-nitroquinoline (13.04 g, 62.5 mmol). More triethylamine (3 mL) was added almost immediately. The reaction was stirred under N2 for 10 days at room temperature, then was diluted with dichloromethane and washed with 1 M aqueous NaOH. A solid formed and was isolated by filtration. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to yield a solid that was crystallized from 2-propanol. The resulting crystals were combined with the solid that was isolated from the extraction and the mixture was triturated with hot 2-propanol. The solid was isolated by filtration, washed with diethyl ether, and air dried to yield 12.83 g of 1-{[(3-nitroquinolin-4-yl)amino]methyl}cyclobutanol as yellow crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,180205-28-1, its application will become more common.

Reference:
Patent; Radmer, Matthew R.; Moser, William H.; Moseman, Joan T.; Dellaria, Joseph F.; US2007/155767; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 153599-45-2, name is Methyl 3-(2-hydroxyethyl)benzoate, the common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 3-(2-hydroxyethyl)benzoate

3- (2-HYDROXYETHYL)- benzoic acid methyl ester (50 mg, 0.28 mmol) was dissolved in methanol (1 ml). 1N NaOH aqueous solution (1 ml) was added therein. The reaction mixture was stirred at room temperature for 1 hour to give 43 mg (yield: 95%, white solid) of the target compound. 1H NMR (400MHZ, CDC13) ; 52. 32 (br, 1H), 2.89 (t, J=6. 4Hz, 2H), 3.85 (t, J=6. 4Hz, 2H), 7.36 (t, J=7. 6Hz, 1H), 7.42 (D, J=5. 6Hz, 1H), 7.88 (d, J=8. 8Hz, 1H), 7.89 (s, 1H)

The synthetic route of 153599-45-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JE IL PHARMACEUTICAL CO., LTD.; WO2004/113281; (2004); A1;,
Alcohol – Wikipedia,
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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. 78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, 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. Recommanded Product: 78573-45-2

(12-2) Synthesis of 1-(3-bromopropyl)-3-trifluoromethylbenzene (compound 12-2) Compound 12-1 (9.00 g) was dissolved in methylene chloride (80 ml), triphenylphosphine (12.8 g) and N-bromosuccinimide (8.63 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 1 hr, and further at room temperature for 3 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (200 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (8.59 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.17-2.23(2H, m), 2.85(2H, t, J=7.5Hz), 3.40(2H, t, J=6.4Hz), 7.38-7.49(4H, m).

With the rapid development of chemical substances, we look forward to future research findings about 78573-45-2.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts