Category: alcohols-buliding-blocks

Electric Literature of 5020-41-7, 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. 5020-41-7, name is 2-(3-Methoxyphenyl)ethanol, molecular formula is C9H12O2, 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.

(i) 2-(2-Bromo-5-methoxyphenyl)ethanol To a stirred mixture of 3-methoxyphenethyl alcohol (1.18 g, 7.8 mmol) and pyridine (0.75 ml, 9.3 mmol) in dry dichloromethane (10 ml) was added bromine (0.47 ml, 18.0 mmol) dropwise under nitrogen at 0 C. The orange solution was stirred at room temperature for 4 hours (hr). The reaction mixture was quenched by the addition of 10% sodium bisulfite aqueous solution., and extracted with dichloromethane. The organic extracts were washed with brine, dried over magnesium sulfate, and concentrated to give crude products, which were purified by silica-gel column chromatography eluted with gradient of hexane and ethyl acetate (10:1, 8:1, 5:1) to give the title compound as a colorless oil (1.5 g, 83.2%). 1H-NMR (CDCl3): 7.43 (d, J=8.8 Hz, 1H), 6.83 (d, J=3.3 Hz, 1H), 6.67 (dd, J=8,8, 3.3 Hz, 1H), 3.91-3.81 (m, 2H), 3.78 (s, 3H), 2.99 (t, J=6.6 Hz, 2H).

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 5020-41-7, 2-(3-Methoxyphenyl)ethanol.

Reference:
Patent; Pfizer INC; US6239147; (2001); B1;,
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Reference of 2043-47-2, 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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. A new synthetic method of this compound is introduced below.

Example 16 is repeated, but using the hydrofluoro alcohol CF3CF2CF2CF2CH2CH2OH from Aldrich.The NMR spectrum indicates approximately 10 mol% degradation of the hydrofluoro alcohol. The main degradation product is :CF3CF2CF2CF=CHCH2OH.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2043-47-2, its application will become more common.

Reference:
Patent; SOLVAY SOLEXIS S.P.A.; MARCHIONNI, Giuseppe; DE PATTO, Ugo; AVATANEO, Marco; WO2010/57691; (2010); A2;,
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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 100058-61-5, name is 3-(Benzyloxy)cyclobutanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-(Benzyloxy)cyclobutanol

DEAD (1.35 mL, 5.73 mmol) was added dropwsie to a solution of crude product (1s,3s)-3-(benzyloxy)cyclobutan-1-ol (1.02 g, 5.73 mmol), 3,4-difluorophenol (821 g, 6.3 mmol) and triphenylphosphine (2.26 g, 8.6 mmol) in dry tetrahydrofuran (20 mL) at 0 C. The reaction mixture was placed under nitrogen atmosphere and stirred at 80 C for 15 h. The solvent was removed under reduced pressure, and the resulting residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 80:1 as eluent) to get 4-(anti-3-(benzyloxy)cyclobutoxy)-1,2-difluorobenzene (1.116 g, 68% two step yield) as faint yellow oil. 1H NMR (300 MHz, CDCl3) delta 7.39-7.25 (m, 5H), 7.08-6.99 (m, 1H), 6.63-6.56 (m, 1H), 6.51-6.44 (m, 1H), 4.81-4.73 (m, 1H), 4.44 (s, 2H), 4.36-4.28 (m, 1H), 2.54-2.37 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 100058-61-5.

Reference:
Article; Sheng, Ren; Yang, Liu; Zhang, Yanchun; Xing, Enming; Shi, Rui; Wen, Xiaoan; Wang, Heyao; Sun, Hongbin; Bioorganic and Medicinal Chemistry Letters; vol. 28; 15; (2018); p. 2599 – 2604;,
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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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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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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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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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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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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: 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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