Author: tianli

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. 764-48-7, name is Ethylene Glycol Vinyl Ether, molecular formula is C4H8O2, 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. Application In Synthesis of Ethylene Glycol Vinyl Ether

A mixture of Int-172-31 (340 mg, 1.06 mmol), Int-172-23 (0.5 mL, 5.30 mmol), K2CO3 (176 mg, 1.27 mmol), DPPP (22 mg, 0.053 mmol) and Pd(OAc)2 (2.4 mg, 0.0106 mmol) in 1,4-dioxane/H2O (2 mL, 9:1 v/v) was heated at 90 oC overnight. After the mixture was cooled to room temperature, concentrated HCl (1 mL) was slowly added and the mixture was stirred at room temperature for 1h. The product was extracted with EtOAc (3X). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The product was purified by column chromatography using hexanes/EtOAc (0 to 20% EtOAc in hexanes) as mobile phase. The product was obtained as a pale yellow solid (128 mg) in 51% yield. LCMS: (M+1) m/z = 238.

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
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Related Products of 109-83-1, 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. 109-83-1, name is 2-(Methylamino)ethanol. A new synthetic method of this compound is introduced below.

EXAMPLE 2 N-Methyl-N-(2-chloroethyl)amine, hydrochloride salt Hydrogen chloride was bubbled into a stirred solution of 2-(methylamino)ethanol (10 g, 133 mmol) in CH2 Cl2 (25 ml) until the mixture turned wet litmus paper red. The mixture was cooled to 0 C., and thionyl chloride (15.82 g, 133 mmol) was added dropwise. The mixture was allowed to stir overnight at room temperature. The solvent was removed under reduced pressure to give product as a white solid (16.60 g, 96% yield): mp 95-100 C.; 1 H NMR (DMSO-d6) 4.00(t, 2H, J=6.28 Hz), 3.36(t, 2H, J=6.29 Hz), 2.81(s, 3H)ppm; IR (KBr) 3400, 2960, 2750, 2420, 1730, 1580, 1460, 1390, 1310, 1270, 1200, 1150, 1165, 1005, 990, 900, 860, 710 cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; University of Rochester; US5233031; (1993); 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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol, the common compound, a new synthetic route is introduced below. Product Details of 2043-47-2

6.00 parts of the salt represented by the formula (I-73-d) and 30 parts of chloroform were mixed and stirred at 23 C. for 30 minutes. In the obtained mixed solution,1.78 parts of the compound represented by the formula (I-1-b) are added, andAfter stirring at 50 C for 2 hours, the mixture was cooled to 23 C. The resulting mixed solution2.64 parts of a compound represented by the formula (I-1-e) are added to the solution,The mixture was further stirred at 23 C. for 18 hours. In the resulting mixture,After adding 15 parts of a 5% oxalic acid aqueous solution and stirring at 23 C. for 30 minutes, the organic layer was separated and separated. To the obtained organic layer, 15 parts of ion-exchanged water was added, and the mixture was stirred at 23 C. for 30 minutes. This washing operation was repeated five times. After the obtained organic layer was filtered, the filtrate was concentrated, 30 parts of tert-butyl methyl ether was added to the concentrated residue, the mixture was stirred at 23 C. for 30 minutes, and the supernatant was removed and concentrated.As a result, 5.29 parts of a salt represented by the formula (I-73) was obtained.

The synthetic route of 2043-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Masuyama, Tatsuo; Yamamoto, Toshio; Ichikawa, Koji; (94 pag.)JP2019/218340; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, 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, name: (1S,2S)-2-Aminocyclopentanol hydrochloride, blongs to alcohols-buliding-blocks compound. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

5-Methyl-4-(4-(1-methyl-1H-pyrazol-3-yl)benzyl)picolinic acid (507 mg), (1S,2S)-2-aminocyclopentanol hydrochloride (454 mg), WSC (632 mg), HOBt (446 mg) and triethylamine (334 mg) were stirred in DMF (20 mL) under a nitrogen atmosphere at room temperature overnight. To the reaction mixture were added water and triethylamine (1 mL), and the mixture was extracted 4 times with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) and crystallized from ethyl acetate-hexane to give the title compound (537 mg). 1H NMR (300 MHz, CDCl3) delta 1.61-1.92 (4H, m), 2.04-2.16 (1H, m), 2.18-2.27 (1H, m), 2.29 (3H, s), 3.94 (3H, s), 3.96-4.02 (1H, m), 4.04 (2H, s), 4.07-4.18 (1H, m), 4.60 (1H, d, J = 1.5 Hz), 6.50 (1H, d, J = 2.3 Hz), 7.13 (2H, d, J = 8.1 Hz), 7.36 (1H, d, J = 2.3 Hz), 7.70 (2H, d, J = 8.1 Hz), 8.00 (1H, s), 8.11 (1H, d, J = 3.0 Hz), 8.28 (1H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
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Reference of 115-70-8, Adding some certain compound to certain chemical reactions, such as: 115-70-8, name is 2-Amino-2-ethylpropane-1,3-diol,molecular formula is C5H13NO2, 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 115-70-8.

EXAMPLE 12 (6918-43) Preparation of 4-ethyl-4-hydroxymethyl-2-oxazolidinone. A two-liter three-necked flask equipped with a thermometer, condenser, stirrer, and nitrogen inlet was charged with 2-amino-2-ethyl- 1,3-propandiol(786g, 6.3 mole) and urea(380 g, 6.3 mole). The reaction mixture was heated to 125 C. for seven hours and then 170 C. until no more gas releasing was observed. About 929 g of product was obtained. The product was confirmed by NMR spectrum to be 4-ethyl-4-hydroxymethyl-2-oxazolidinone. The reaction may be depicted as follows: STR17

According to the analysis of related databases, 115-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huntsman Corporation; US5422042; (1995); A;,
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Adding a certain compound to certain chemical reactions, such as: 4704-94-3, 2-(Hydroxymethyl)propane-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, Application In Synthesis of 2-(Hydroxymethyl)propane-1,3-diol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(Hydroxymethyl)propane-1,3-diol

To tetrahydrofuran suspension (150 ml) of 13 (4.90 g, 46.17 mmol), acetone dimethyl acetal (6.56 ml, 53.54 mmol) and toluene sulfonic acid hydrate (0.26 g, 1.39 mmol) were added while shaking at room temperature, and stirred for 3 hours at room temperature. The reaction mixture was added triethylamine (3 ml), and evaporated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (solvent: chloroform/methanol = 10/1), to obtain 14 (6.38 g, 95percent) of oily colorless substance. APCI-MS m/z 147[M+H]+

The synthetic route of 4704-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tohoku University; EP2103611; (2009); A1;,
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Synthetic Route of 104-38-1, 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 104-38-1, name is 1,4-Bis(2-hydroxyethoxy)benzene. This compound has unique chemical properties. The synthetic route is as follows.

Example 13 {2-[4-(2-Carboxymethoxy-ethoxy)-phenoxy]-ethoxy}-acetic acid To a suspension of sodium hydride (60%, 132 grams, 3.30 moles) in anhydrous dimethylformamide (600 mL) under nitrogen atmosphere at 0 C. was added hydroquinone bis ethanol (150 grams, 756.7 mmoles) in small for hour, later stirred at room temperature for one hour. To the above mixture was added a solution of chloro acetic acid (195 grams, 2.06 moles) in anhydrous dimethylformamide (300 mL) very cautiously drop wise as the reaction is exothermic. Later the reaction is maintained at 80 C. for one hour and left at room temperature for 16 hours. Reaction mixture carefully poured onto ice (3 kg), extracted with ethyl acetate (2*500 mL) and organic phase discarded. The pH of the aqueous layer was adjusted to 2 with 3N-hydrochloric acid and extracted into ethyl acetate. The ethyl acetate extract was dried over sodium sulphate followed by distillation to yield crude 13 (120 grams, 50.5%) which was carried over to next stage. 1H NMR (CDCl3) delta 3.84 (m, 2H, CH2), 4.06 (m, 4H, CH2*2), 6.82 (s, 2H, Ar).

According to the analysis of related databases, 104-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bezwada Biomedical, LLC; US8053591; (2011); B2;,
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Related Products of 3840-31-1, 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 3840-31-1, name is (3,4,5-Trimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of commercially available (3,4,5-trimethoxyphenyl)methanol (25 g, 126 mmol) in THF (150 mL) was added sodium hydride (3.93 g, 164 mmol) portion-wise at 0 C and the reaction mixture was stirred at 0 C (10 minutes). Iodomethane (10.2 mL, 164 mmol) was then added drop-wise and the resulting mixture was allowed to come to room temperature with stirring (3 h). The reaction was quenched by pouring into ice, extracted (EtOAc), washed with brine, dried (Na2SO4), filtered and concentrated and the resulting residue was purified by silica gel column chromatography to provide 6f as a colorless oil (26.44 g, 125 mmol, 99 % yield).

According to the analysis of related databases, 3840-31-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Xue Zhi; Maddali, Kasthuraiah; Smith, Steven J.; Metifiot, Mathieu; Johnson, Barry C.; Marchand, Christophe; Hughes, Stephen H.; Pommier, Yves; Burke Jr., Terrence R.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 24; (2012); p. 7309 – 7313;,
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Reference of 149965-40-2 , The common heterocyclic compound, 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, molecular formula is C7H6BrClO, 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.

(5-bromo-2-chlorophenyl)methan-1-ol (2.00 g; 9.03 mmol; 1.00 eq.) was dissolved in DMF (30 mL), then the mixture was cooled down to 0C. Imidazole (1.54 g; 22.58 mmol; 2.50 eq.) and tert-butyldimethylsilyl chloride (1.88 mL; 10.84 mmol; 1.20 eq.) were added and the mixture was stirred 2h at 0 C, then 2h at rt. The reaction mixture was concentrated and diluted with EtOAc. The resulting organic phase was washed with saturated aqueous NH4Cl solution, dried over MgSO4, filtered and concentrated to dryness to give crude (5-bromo-2-chloro-phenyl)methoxy-tert-butyl-dimethyl-silane (3.47 g; quantitative), used in the next step without purification. 1H NMR (DMSO-d6, 300 MHz): delta 7.52 (m, 1H); 7.40 (m, 1H); 7.29 (d, J = 8.4 Hz, 1H); 4.61 (s, 2H); 0.80 (s, 9H); 0.00 (s, 6H).

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inventiva; BARTH, Martine; CONTAL, Sylvie; JUNIEN, Jean-Louis; MASSARDIER, Christine; MONTALBETTI, Christian; SOUDE, Anne; EP3632908; (2020); 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. 2919-23-5, name is Cyclobutanol, molecular formula is C4H8O, 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: Cyclobutanol

Intermediate 12Carbonic acid cvclobutyl ester 4-nitro-phenyl esterA solution of 4-nitrophenyl chloroformate (6.00 g) in dichloromethane (12 mL) is added dropwise to an ice-cooled mixture of cyclobutanol (2.00 g), and pyridine (2.4 mL) in dichloromethane (10 mL). The resulting mixture is stirred over night at room temperature. Water and dichloromethane are added and the organic phase is separated, washed with brine and dried over MgS04. The solvent is evaporated leaving the title compound as an oil, which is used without further purification. Yield: 6.61 g (crude); LC (method 2): tR = 1 .30 min; Mass spectrum (EST): m/z = 260[M+Na]+.

With the rapid development of chemical substances, we look forward to future research findings about 2919-23-5.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; ECKHARDT, Matthias; HEINE, Niklas; LANGKOPF, Elke; NOSSE, Bernd; WO2012/80476; (2012); A1;,
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