Month: July 2021

Related Products of 2240-88-2, 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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, 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.

methyl 6-hydroxypyrazolo[1,5-a]pyridine-3-carboxylate (0,100 g, 0.520 mmol), 3,3,3-trifluoropiOpan-l -ol (0.096 mL, 1.0 mmol), and l, -(azodicarbonyl)dipiperidine (0.394 g, 1.56 mmol) were placed in a pressure vial. Anhydrous toluene (5 mL) and tri-N-butylphosphine (0,390 mL, 1,56 mmol) were added, and the reaction mixture was stirred at 140 °C under microwave irradiation for 15 min. The reaction mixture was quenched by the addition of MeOH (1 mL), diluted with EtOAc (50 mL), Celite was added, and solvent was removed under reduced pressure. The residue was purified by ISCO (solid loading on Celite, 0-60percent EtOAc/DCM gradient) to give Intermediate 8 (0,064 g, 42 percent yield) as a white solid. MS (ESI) m/z; 289.0 (M+H)+. ‘H-NMR: (500 MHz, DMSO-d6) delta ppm 8.70 (d, 7=1.9 Hz, IH), 8.38 (s, IH), 7.98 (d, J=9.6 Hz, IH), 7.40 (dd, J=9.6, 2.2 Hz, 1H), 4.33 (t, J-5.9 Hz, 2H), 3.82 (s, 3H), 2.85 (qt, J=11.3, 5.8 Hz, 2H). 19F-NMR: (471 MHz, DMSO-d6) delta ppm -63.03 (s, 3F).

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; LADZIATA, Vladimir; DE LUCCA, Indawati; TORA, George O.; MAISHAL, Tarun Kumar; TANGIRALA, Raghuram; THIYAGARAJAN, Kamalraj; (216 pag.)WO2019/14308; (2019); A1;,
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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.52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.Formula: C11H16O2

4-Methylphenylsulfonic Acid 4-(4-Methoxyphenyl)butyl Ester (1) Pyridine (15 mL) was added drop wise to a cooled (0° C.) solution of 4-(4-methoxyphenyl)butanol (10.0 g, 0.055 mol) and p-toluenesulfonyl chloride (13.6 g, 0.072 mol) in dry chloroform (100 mL) under stirring. The reaction mixture was stirred overnight at room temperature. After this time, the reaction was quenched with 10percent HCl (300 mL) and extracted with chloroform. The organic fraction was washed with saturated NaHCO3, water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (eluent:hexane/ethyl acetate 15:1) to provide 12.9 g (66percent) of 1 as clear oil. 1H NMR (360 MHz, CDCl3) delta 1.61 (m, 4H), 2.44 (s, 3H), 2.52 (m, 2H), 3.78 (s, 3H), 4.05 (m, 2H), 6.77 (d, 2H), 7.05 (d, 2H), 7.34 (d, 2H), 7.78 (d, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52244-70-9, 4-(4-Methoxyphenyl)-1-butanol, and friends who are interested can also refer to it.

Reference:
Patent; CYFI, INC.; US2003/199456; (2003); A1;,
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Related Products of 6971-51-3, 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.6971-51-3, name is (3-Methoxyphenyl)methanol, molecular formula is C8H10O2, molecular weight is 138.16, as common compound, the synthetic route is as follows.

General procedure: In a 25 mL round bottomed flask were placed 0.1 mol % of copper(I) catalyst, 1 mmol of alcohol, 1 mmol of amine, 0.2 mmol of KOH and 2 mL of toluene. The reaction flask was heated at 100 C for 12 h in an oil bath. Upon completion (as monitored by TLC), the reaction mixture was cooled at ambient temperature, H2O (3 mL) was added and the organic layer was extracted with CH2Cl2 (3 10 mL). The combined organic layers were dried with magnesium sulphate and concentrated. The crude product was purified by column chromatography (ethyl acetate/hexane). Reported isolated yields are an average of two runs

The chemical industry reduces the impact on the environment during synthesis 6971-51-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ramachandran, Rangasamy; Prakash, Govindan; Vijayan, Paranthaman; Viswanathamurthi, Periasamy; Grzegorz Malecki, Jan; Inorganica Chimica Acta; vol. 464; (2017); p. 88 – 93;,
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Reference of 38514-05-5 ,Some common heterocyclic compound, 38514-05-5, molecular formula is C9H20O, 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.

6-Methyloctanoic acid (10 g, 63 mmol) was reduced by lithium aluminum hydride (2.4 g, 1.0 eq.) in dry diethylether (150 mL) at 0 C and then left at room temperature overnight to yield after work-up the corresponding alcohol (7.4 g, GC purity 97%). Acetylation of 6-methyloctanol (2.4 g, 16.6 mmol) was performed by using acetyl chloride (1.57 g, 1.2 eq.) and DIEA (4.3 g, 2.0 equiv.) in ethyl acetate (50 mL). After the usual work-up, the crude product was distilled under vacuum (?84 C, ?5 mmHg) to yield 6-methyloctyl acetate (2.2 g, 72%, GC purity 98.7%). 1H NMR (400 MHz, CDCl3): 4.05 (t, J = 6.7, 2H); 2.05 (s, 3H); 1.59-1.66 (m, 2H); 1.25-1.38 (m, 7H); 1.08-1.16 (m, 2H); 0.86 (t, J = 7.1, 3H); 0.85 (d, J = 6.5, 3H). 13C NMR (100 MHz, CDCl3): delta 171.2 (C); 64.7 (CH2); 36.5 (CH2); 34.3 (CH); 29.5 (CH2); 28.7 (CH2); 26.7 (CH2); 26.3 (CH2); 21.0 (CH3); 19.2 (CH3); 11.4 (CH3). MS (EI, 70 eV), m/z (%): 186 (0, M+); 98 (22); 97 (100); 83 (17); 71 (15); 70 (54); 69 (39); 68 (11); 61 (41); 57 (27); 56 (31); 55 (75); 43 (72); 42 (10); 41 (29); 29 (10). LRI (SPB-1) 1264; LRI (SWax) 1544. In cv. Alstonville extract, LRI (SPB-1) 1263; LRI (SWax) 1543.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38514-05-5, its application will become more common.

Reference:
Article; Delort, Estelle; Jaquier, Alain; Decorzant, Erik; Chapuis, Christian; Casilli, Alessandro; Frerot, Eric; Phytochemistry; vol. 109; (2015); p. 111 – 124;,
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Adding a certain compound to certain chemical reactions, such as: 162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, 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, 162744-59-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

A solution of 4-Bromo-2,6-difluorobenzyl alcohol (3.517 g, 15.77 mmol) and triphenylphosphine (4.55 g, 17.34 mmol) in dichloromethane (70 ml) was cooled to 0 C. and N-bromosuccinimide (3.086 g, 17.34 mmol) was added in 5 portions over 20 mins. The solution was warmed to 25 C. and stirred for 16 h. The reaction was quenched by the addition of dilute aqueous sodium bicarbonate. The resulting mixture was extracted with diethyl ether and the combined organic layers were washed with water, then brine and dried over sodium sulphate and concentrated under reduced pressure. The title compound was isolated by column chromatography on silica using 5 to 20% ethyl acetate in n-pentane to give the title compound as an oil (3.785 g, 84%).1H-NMR (400 MHz, CDCl3) delta: 7.10 (2H, m), 4.44 (2H, s); LC/MS Retention time 3.38 mins/M+H not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/137276; (2010); A1;,
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Electric Literature of 148043-73-6, 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.148043-73-6, name is 4,4,5,5,5-Pentafluoropentan-1-ol, molecular formula is C5H7F5O, molecular weight is 178.1, as common compound, the synthetic route is as follows.

General procedure: 10653] General Procedure 12 for the preparation of 12 with exclusion of moisture: 1 molar equivalent of alcohol was dissolved in 5 molar equivalents of pyridine, and 1.1 molar equivalents of tosyl chloride were added at 0-5 C. The mix- tare was then stirred at 00 C. for 2.5 hours and at room temperature for 1-2 hours or overnight. The reaction mixture was stirred into a mixture of ice-water and concentrated sulphuric acid (10 ml: 1 ml). Here, per 10 ml of pyridine 29-53 ml of water were used as base. The mixture was extracted three times with diethyl ether, and the combined organic phases were washed once with water and with saturated sodium chloride solution, dried over sodium sulphate ormagnesium sulphate and concentrated.4,4,5,5,5-Pentafluoropentyl 4-methylbenzenesulphonate 40 g (224.6 mmol) of 4,4,5,5,5-pentafluorpentan-1-ol were reacted with 47.04 g of tosyl chloride according to General Procedure 12. 39.5 g (53% of theory) of product were obtained. 1H NMR (400 MHz, chloroform-d1): delta=1.90-2.00 (m, 2H), 2.01-2.17 (m, 2H), 2.46 (s, 3H), 4.10 (t, 2H), 7.37 (d, 2H), 7.80 (d, 2H).

The chemical industry reduces the impact on the environment during synthesis 148043-73-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Wintermantel, Tim; Moeller, Carsten; Bothe, Ulrich; Nubbemeyer, Reinhard; Zorn, Ludwig; Ter Laak, Antonius; Bohlmann, Rolf; Wortmann, Lars; US2015/80438; (2015); A1;,
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Synthetic Route of 534-03-2, 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. 534-03-2, name is 2-Aminopropane-1,3-diol. A new synthetic method of this compound is introduced below.

Add 735ml of ethyl acetate in the flask cooled to 0C under a stream of nitrogen, Sulforhodamine B acid chloride 85g (147mmol) added to the agitation. And serinol 16.1g (177mmol), N, N-dimethylaminopyridine 0.899g (7.37mmol), triethylamine and 38.3g (53ml, 295mmol) was further added the mixture was stirred at room temperature for 15 hours.Then the solid was obtained 70.1.5g compound (yield 69%) of the title mixture of the red solid obtained by concentration under reduced pressure by a rotary evaporator by the formula 6-4 to by washing with ethyl acetate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,534-03-2, its application will become more common.

Reference:
Patent; Cheil Industries Co.Ltd; Kim, Won Jung; Kang, Gyung Hee; Park, Chae Won; Sin, Myung Yeop; Jeon, Hwan Sung; Jung, Uii Soo; Hwang, Gi Wook; (40 pag.)KR2015/89702; (2015); A;,
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Related Products of 108343-90-4, 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. 108343-90-4, name is 2-Amino-2-(2-methoxyphenyl)ethanol, molecular formula is C9H13NO2, 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.

To a suspension of HOBt (3.24 g, 23.9 mmol) and WSC (4.60 g, 23.9 mmol) in THF (40 mL) under nitrogen atmosphere, 36 (1.90 g, 11.4 mmol) and 18c (1.29 g, 7.4 mmol) were added. The reaction mixture was stirred at room temperature for 24 h and the solvent was evaporated under reduced pressure. The crude product was dissolved in ethyl acetate, the solution washed with NaHCO3, HCl 2 M and brine, dried over Na2SO4 and evaporated under reduced pressure to afford 37 as a white solid (2.33 g, 97%); mp 93-95 C. 1H NMR (CDCl3) delta: 7.64 (1H, d, J = 8.3 Hz), 7.21-7.43 (5H, m), 7.15 (1H, m), 6.29-7.03 (2H, m), 6.90 (1H, s), 5.51 (1H, m), 4.05 (3H, s), 3.93-4.03 (2H, m), 3.93 (3H, s). 13C NMR (DMSO-d6) delta: 162.1, 156.9, 138.9, 132.9, 129.4, 128.6, 127.6, 126.2, 124.0, 122.0, 120.8, 120.7, 111.3, 111.0, 105.1, 63.8, 56.0, 50.9. Anal. Calcd for C19H20N2O3: C, 70.35; H, 6.21; N, 8.64. Found: C, 70.30; H, 6.27; N, 8.60.

According to the analysis of related databases, 108343-90-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cananzi, Salvatore; Merlini, Lucio; Artali, Roberto; Beretta, Giovanni Luca; Zaffaroni, Nadia; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4971 – 4984;,
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Adding a certain compound to certain chemical reactions, such as: 637031-88-0, 3,3-Difluorocyclobutanol, 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, 637031-88-0, blongs to alcohols-buliding-blocks compound. SDS of cas: 637031-88-0

1-Bromo-4-(3,3-difluorocyclobutoxy)benzene. PPh3 (267 mg, 1.02 mmol) is dissolved in dry toluene (2 mL) and cooled to 0 C. Dropwise, diethyl azodicarboxylate (0.165 mL, 1.02 mmol) is added and the light yellow sol. is stirred at 0 C for 10 min. A sol. of 3,3-difluorocyclobutanol (100 mg, 0.925 mmol) in toluene (0.8 ml) is added. After stirring for another 10 min at rt, 4-bromophenol (160 mg, 0.925 mmol) is added, and the sol. is stirred at 100C overnight. The mixture is allowed to cool to rt, and the solvents are removed under reduced pressure. Purification of the crude by automated FC (Combiflash, 40 g silicagel, EtOAc / heptane 0:100 ? 5:95) yields the title product. LC-MS: tR= 0.94 min (conditions 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,637031-88-0, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BEZENCON, Olivier; GATFIELD, John; HEIDMANN, Bibia; SIEGRIST, Romain; STAMM, Simon; (86 pag.)WO2016/41892; (2016); A1;,
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Reference of 112-27-6, 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. 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. A new synthetic method of this compound is introduced below.

Triethylene glycol (30 g, 0.2 mol) was dissolved in a solution of NaOH (8 g in 8 mL of H2O) and stirred for 10 min. Then benzyl chloride (7 mL, 0.062 mol) was added and the reaction mixture was heated to 100 C. and stirred overnight. The crude reaction was diluted with sat NaCl (500 mL), washed CH2Cl2 (2×400 mL), organic layers dried MgSO4, and evaporated to dryness. Column chromatography (silica, ethyl acetate to ethyl acetate/MeOH, 10:1) afforded 1 a yellowish oil (9.87 g, 67% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol, and friends who are interested can also refer to it.

Reference:
Patent; James, Kenneth D.; US2008/207505; (2008); A1;,
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