Category: alcohols-buliding-blocks

Application of 2919-23-5, Adding some certain compound to certain chemical reactions, such as: 2919-23-5, name is Cyclobutanol,molecular formula is C4H8O, 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 2919-23-5.

A 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 MgSO4. 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 (ESI+): m/z=260 [M+Na]+.

According to the analysis of related databases, 2919-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/322784; (2012); A1;,
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Synthetic Route of 100-37-8 , The common heterocyclic compound, 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, 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.

alpha-methyl-4-(2-thienylcarbonyl)benzene acetyl chloride 28.1g (0.1mol) was dissolved in chloroform 100ml . The mixture was cooled to 0. Triethylamine 15ml and diethylaminoethanol 11.7g (0.1mol) were added to the reaction mixture. The mixture was stirred for 3 hours at room temperature. The solvent was evaporated. The residue was dissolved in methanol (300ml), and 5% sodium bicarbonate (200ml) was added to the reaction mixture. The mixture was stirred for 3 hours. The mixture was evaporated and dried. methanol (300 ml) was added to the residue with stirring. The solid was removed by filtration, and washed with methanol. The solution was evaporated to dryness, and the residue was dissolved in chloroform (200ml). acetic acid 6g was added to the reaction mixture with stirring. Some of the solid matters were removed by filtration. another acetic acid 6g was added to the reaction mixture while Stirring. The organic solution was evaporated. After drying, the desired product 35g (83.2%) was obtained.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Techfields Biochem Company Limited; Yu, Chauncy; Shu, Rina; (52 pag.)JP2016/130241; (2016); A;,
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Application of 37585-16-3, 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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(2-amino-4-chlorophenyl)methanol (100 mg, 0.63 mmol), 2,4-dichloropyrimidine (99 mg, 0.67 mmol) and N-ethyl-N-isopropylpropan-2-amine (DIPEA) (0.221 mL, 1.27 mmol) in 2-pentanol (2 mL) were stirred at 100 0C for 3.5 days. The reaction mixture was concentrated to dryness and partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with brine, dried over magnesium sulfate and concentrated to afford the crude product as an orange oil. The crude product was purified by flash chromatography on silica gel eluting with 0 to 50% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford (4-chloro-2-(2-chloropyrimidin-4-ylamino)phenyl)methanol (38.0 mg, 22 %) as a colorless oil which crystallised on standing. Mass Spectrum: M+H+ 270.NMR Spectrum (DMSOdfl: 4.46 (s, 2H), 5.36 (bs, IH), 6.67 (d, IH), 7.32 (dd, IH), 7.51 (d, IH), 7.55 (d, IH), 8.15 (d, IH), 9.47 (bs, IH)

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 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/104754; (2008); A1;,
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Synthetic Route of 617-94-7, 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.617-94-7, name is 2-Phenyl-2-propanol, molecular formula is C9H12O, molecular weight is 136.191, as common compound, the synthetic route is as follows.

General procedure: The alcohol (2mmol) and the anhydride (2.2mmol) were mixed in a 10mL test tube and 1mol% of salt A (0.02mmol) was added. The tube was then capped (or under N2 purge) and the reaction mixture was stirred at room temperature (except for 1-methylcyclopentanol at 60C). After a couple of hours the acid effluent was evaporated in vacuum. The residue was then allowed to cool to room temperature and the salt was precipitated by adding 2mL hexane (or toluene). After filtration, salt was recovered, and then evaporating solvent from the filtrate afforded the crude ester product. The recovered salt was charged with the substrates, and the reaction mixture was then proceeded to the next run. The products were quantified with GC analysis by comparison to NMP as an internal standard. The products from the 1st run were further purified by column chromatography, and the isolated yields were compared with the GC/MS yields. They were all in good agreement.

Statistics shows that 617-94-7 is playing an increasingly important role. we look forward to future research findings about 2-Phenyl-2-propanol.

Reference:
Article; Lu, Norman; Chang, Wei-Hsuan; Wei, Rong-Jyun; Fang, Yung-Cheng; Han, Tu-Wen; Wang, Guo-Quan; Chang, Jia-Yaw; Wen, Yuh-Sheng; Liu, Ling-Kang; Tetrahedron; vol. 72; 24; (2016); p. 3468 – 3476;,
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Synthetic Route of 144-19-4 , The common heterocyclic compound, 144-19-4, name is 2,2,4-Trimethyl-1,3-pentanediol, 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.

EXAMPLE 4 Synthesis of 7-Isopropyl-8,8-dimethyl-8,9-dihydro-7H-6,10-dioxabenzocyclononene-5,11-dione in a More Dilute Solution, Without the Addition of a Catalyst. A solution of 114.82 g (0.10 mole) of phthalic anhydride and 16.31 g (0.11 mole) of 2,2,4-trimethyl-1,3-pentanediol (TMPD) in 250 mL of xylene was heated for 96 hr as described in Examples 1-3. Xylene was removed on a rotary evaporator at 20 torr, at a base temperature of 68 C. The residue (30.0 g) was diluted with 30 mL of methanol and the resulting slurry cooled to 1 C., filtered, and washed with methanol which had been chilled to -20 C. to give 15.9 g (58% yield) of 7-Isopropyl-8,8-dimethyl-8,9-dihydro-7H-6,10-dioxabenzocyclononene-5,11-dione, which was 99.9% pure by vapor phase chromatography (vpc).

The synthetic route of 144-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eastman Chemical Company; US5990321; (1999); A;,
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Reference of 15852-73-0 ,Some common heterocyclic compound, 15852-73-0, molecular formula is C7H7BrO, 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 51a: 1-Bromo-3-(methoxymethyl)benzene (Compound 0601-139)[0412]To a solution of m-bromobenzyl alcohol (1.0 g, 5.3 mmol) in THF (10 mL) was added NaH (0.26 g, 10.6 mmol) at 0¡ã C., stirred for 10 minutes, followed by addition of iodomethane (1.1 g, 7.9 mmol). The resulting reaction mixture was stirred for 1 hour. To the mixture ethyl acetate (30 mL) was added, washed with water, brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound 0601-139 (1.0 g, 93percent) as an oil. 1H NMR (400 MHz, DMSO-d6) delta 3.30 (s, 3H), 4.41 (s, 2H), 7.29 (t, J=8.0 Hz, 1H), 7.40 (t, J=7.6 Hz, 1H), 7.47 (d, J=8.0 Hz, 1H), 7.64 (d, J=8.0 Hz, 1H).

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. 15852-73-0, (3-Bromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
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Reference of 171623-29-3, Adding some certain compound to certain chemical reactions, such as: 171623-29-3, name is (4-Cyclopentylphenyl)methanol,molecular formula is C12H16O, 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 171623-29-3.

General procedure: Under nitrogen atmosphere, to asuspension of 14-21 (1.0 eq.) in dry CH2Cl2 (2.0 mL), DIPEA (1.2 eq.) was added dropwise.Subsequently, the crude mixture containing the corresponding alkyl-2-oxopyridine-1-carboxylate (1.2eq.) in dry CH2Cl2 (4.0 mL) was added. The reaction mixture was stirred at room temperature for 16 h,diluted with CH2Cl2 (10 mL), washed with sat. NH4Cl solution (2 x 20mL), sat. NaHCO3 solution (2 x20 mL), and the organic layer dried over Na2SO4 and concentrated to dryness. Purification wasperformed either by typical silica gel flash chromatography or preparative HPLC affording the desired-lactam carbamates.

According to the analysis of related databases, 171623-29-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nuzzi, Andrea; Fiasella, Annalisa; Ortega, Jose Antonio; Pagliuca, Chiara; Ponzano, Stefano; Pizzirani, Daniela; Bertozzi, Sine Mandrup; Ottonello, Giuliana; Tarozzo, Glauco; Reggiani, Angelo; Bandiera, Tiziano; Bertozzi, Fabio; Piomelli, Daniele; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 138 – 159;,
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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.63012-03-3, name is (3-Chlorophenyl)(phenyl)methanol, molecular formula is C13H11ClO, molecular weight is 218.68, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: To a solution of thiol 1 (0.5 mmol) in anhyd CH2Cl2 (2 mL) was added diaryl carbinol 2 (0.6 mmol) and BF3*OEt2 (5 mol% solution in CH2Cl2; 1 mL). The reaction mixture was stirred vigorously for <1 min. After completion of the reaction as checked by TLC, the solvent was removed under reduced pressure, and the residue was subjected to silica gel column chromatography by using 5-10% EtOAc in hexanes to afford the desired symmetrical and unsymmetrical diarylmethyl thioether in good to quantitative yield. At the same time, in my other blogs, there are other synthetic methods of this type of compound,63012-03-3, (3-Chlorophenyl)(phenyl)methanol, and friends who are interested can also refer to it. Reference:
Article; Singh, Pallavi; Peddinti, Rama Krishna; Synthesis; vol. 49; 16; (2017); p. 3633 – 3642;,
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Electric Literature of 1454-85-9, 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. 1454-85-9, name is Heptadecan-1-ol. A new synthetic method of this compound is introduced below.

General procedure: Alcohol (1.0 eq.) and sodium hydride (60percent in mineral oil, 2.8 eq.) were introduced in dimethoxyethane (10 mL). The solution was refluxed up to the end of H2 emission. Then, a solution of (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate (1.4 eq.) in ethane-1,2-diol was added and the mixture was refluxed for 48 h. After cooling to room temperature, the solution was poured into water. The organic layer was extracted with diethyl ether and dried over Na2SO4. The solvents were removed under vacuum and the desired product was obtained after a purification by flash chromatography in chloroform. The advancement of the purification was followed by TLC in chloroform/acetone (90:10).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1454-85-9, its application will become more common.

Reference:
Article; Pinault, Michelle; Guimaraes, Cyrille; Couthon, Helene; Thibonnet, Jerome; Fontaine, Delphine; Chantome, Aurelie; Chevalier, Stephan; Besson, Pierre; Jaffres, Paul-Alain; Vandier, Christophe; Marine Drugs; vol. 16; 4; (2018);,
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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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, 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. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

A solution of 75 mg intermediate 6-[6-(d ifluoromethyl)pyrid in-3-yl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),166 mg HATU, 0.15 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at rt for 14 hours. Then the reaction mixture was filtered and subjected toRP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A: 0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% I B 15% – A 45% I B 55%; flow: 150 mLlmin; UV-detection: 254 nm) to yield 54 mg 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1S,2S)-2- hydroxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39- 1.56 (m, 2 H), 1.58- 1.67 (m, 1 H), 1.67- 1.76(m, 1 H), 1.77- 1.87 (m, 1 H), 2.03-2.15 (m, 1 H), 3.94 (quin, 1 H), 3.98-4.07 (m, 1 H), 4.95(d, 1 H), 7.06 (t, 1 H), 7.62 – 7.67 (m, 1 H), 7.84 (d, 1 H), 8.19 (ddd, 1 H), 8.58 (dd, 1 H), 8.70(dd, 1 H), 8.76 (s, 1 H), 8.94 (d, 1 H), 9.24 – 9.29 (m, 2 H).

With the rapid development of chemical substances, we look forward to future research findings about 68327-04-8.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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