Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 68120-35-4, (3-Bromo-4-methylphenyl)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, name: (3-Bromo-4-methylphenyl)methanol, blongs to alcohols-buliding-blocks compound. name: (3-Bromo-4-methylphenyl)methanol

n-BuLi [(18.6 g, 2.5 eq (2.5M soln) was added to a stirred solution of (3-bromo-4- methylphenyl) methanol (5.5 g, 27.4 mmol) in THE (50 mL) at -78 00 and was stirred at same temperature for 30 mm. Then, 002 gas was purged (generated from dry ice)for about 10 mm. The reaction mixture thus obtained was quenched with ammonium chloride and acidified with 1 N HCI, extracted with ethyl acetate, the organic layer was washed with water, brine solution. Then the reaction mixture was dried over anhydrous Na2SO4 and concentrated under reduced pressure and washed with nhexane to obtain the title compound (4.0 g, 87.85%) as an off white solid. LOMS165.0 (M-H) 1H NMR: (ODd3, 300MHz) 6 12.67 (5, 1H), 7.79 (5, 1H), 7.36-7.38 (d,1 H), 7.23-7.25 (d, 1 H), 5.23 (5, 1 H), 4.49 (5, 2H), 2.50 (5, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,68120-35-4, (3-Bromo-4-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MADANAHALLI RANGANATH RAO, Jagannath; GURRAM RANGA, Madhavan; PACHIYAPPAN, Shanmugam; WO2014/202580; (2014); A1;,
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Reference of 101597-25-5, 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. 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, 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.

(c) Methyl 9-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho [1,2-b]pyran-5-carboxylate. A solution of methyl 4-hydroxy-6-methoxy-2-naphthoate (1.0g, 4.3 mmol) and 1,1-di(4-methoxyphenyl)prop-2-yn-1-ol (1.16g, 4.3 mmol) in toluene (45 cm3) containing acidic alumina (Brockmann 1), (4.0g) was refluxed for 45 minutes. The cooled solution was filtered and the alumina was washed well with EtOAc (200 cm3). The organic filtrate was washed with aqueous sodium hydroxide (2M, 2 x 50 cm3) and water (10.0 cm3). Removal of the dried (Na2SO4) EtOAc gave an oil which was flash chromatographed over silica using 25% EtOAc in hexane as the eluent to afford a pale yellow solid. Recrystallisation from EtOAc/hexane gave methyl 9-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate (yield = 0.79g, theoretical yield = 2.08g 38%, m.p. = 162.5 – 164.0 C (uncorrected)).

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 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol.

Reference:
Patent; JAMES ROBINSON LIMITED; EP975619; (2007); B1;,
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Application of 5333-42-6 , The common heterocyclic compound, 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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.

General synthesis of beta-glycosides (amounts based on branched C24 disaccharide glycosides) A solution of 3.4 T beta-peracetate and.2.3 g 2-decyl-tetradecanol in 50 mL anhydrous dichloromethane was treated with 600 muL borontrifluoride dimethyletherate and kept at room temperature for about 5-48 h. The mixture was washed with aqueous sodium bicarbonate and dried over magnesium sulfate. After evaporation of the solvent, the acetylated glycolipid was purified by chromatography (hexane/ethyl acetate). The intermediate product was dissolved in 30-40 mL methanol and treated with a catalytic amount of sodium methoxide. After 30-60 min the catalyst was removed by treatment with amberlite IR 120 (H+) and the solvent was evaporated. Further purification of the anomer by chromatography on ion exchanging resin generally proofed to be unnecessary.

The synthetic route of 5333-42-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITI MALAYA; PINTAS PTE LTD; WO2006/98699; (2006); A1;,
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Electric Literature of 5391-88-8, Adding some certain compound to certain chemical reactions, such as: 5391-88-8, name is 1-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 5391-88-8.

A mixture of 1- (4-bromophenyl) ethanol (0.3 mg, 1.0 mmol), cat. [Ir] (5.3 mg, 0.01 mmol, 1 mol%) and tert-amyl alcohol (1 mL) were successively added to a 5 mL round bottom flask. The reaction mixture was refluxed in air for 6 hours and then cooled to room temperature. Then, cesium carbonate (33 mg, 0.1 mmol, 0.1 equiv.) And benzyl alcohol (119 mg, 1.1 mmol) were added, refluxed in air for 6 hours, and then cooled to room temperature. The solvent was removed by rotary evaporation and then the title compound was obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate) in a yield of 89%

According to the analysis of related databases, 5391-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing University of Science and Technology; Wang, Rongzhou; Fan, Hongjun; Li, Feng; (18 pag.)CN106478325; (2017); A;,
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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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below., Computed Properties of C9H11BrO

Step 1: 1-Bromo-2-(2-fluoropropan-2-yl)benzene Into a 100 mL round-bottom flask equipped with a magnetic stir bar was dissolved 2-(2-bromophenyl)propan-2-ol (1.0 g, 4.7 mmol) in CH2Cl2 (15 mL) and it was cooled to -78 C. DAST (1.1 g, 7.0 mmol) was added and the reaction was monitored by TLC. After disappearance of the starting material, the reaction mixture was quenched over 50 mL of a sat aq. NaHCO3 solution in a beaker. It was then transferred into a 250 mL separatory funnel and extracted with ethyl acetate (2*70 mL). Combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. Purification by column chromatography through silica gel, eluting with 100% hexanes afforded the title compound.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 7073-69-0, 2-(2-Bromophenyl)propan-2-ol.

Reference:
Patent; Isabel, Elise; Lachance, Nicolas; Leclerc, Jean-Philippe; Leger, Serge; Oballa, Renata M.; Powell, David; Ramtohul, Yeeman K.; Roy, Patrick; Tranmer, Geoffrey K.; Aspiotis, Renee; Li, Lianhai; Martins, Evelyn; US2011/301143; (2011); A1;,
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Related Products of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

(1) primary crystals(2,6-dichloro-3-fluorophenyl into an (S) -1-; 30g Compound (2) was added 105mL of petroleum ether obtained in Preparation Example 1 embodiment taken, heated and stirred under argon for 40 , dissolve yl) ethanol seed, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry filtration dry, weighing 20g, yield 66.7%; chiral phase detection ee: 60.5% (test conditions AD-H; n-hexane (0.1% acetic acid): isopropanol = 80: 20; 0.3ml / L; 254nm ; 30 ).(2) secondary crystalsTake a crystalline compound obtained 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol seed , after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g a yield of 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 95.5%.(3) three times crystallizedTaking a second resultant crystalline compound 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol crystal species, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g, yield 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 99.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,756520-66-8, its application will become more common.

Reference:
Patent; Xihua University; Wu, Pengcheng; Wang, Zhouyu; Jiang, Zhenju; Xu, Zhihong; Weng, Guanglin; Tan, Ping; Liu, Siyu; (10 pag.)CN105237346; (2016); 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2077-19-2

(2E)-3-(4-(1-Methyl-1H-pyrazol-4-yl)pyridin-3-yl)-N-phenylacrylamide A mixture of (2E)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)acrylamide (266 mg), 2-(4-bromophenyl)propan-2-ol (276 mg), Xantphos (67 mg), Pd2(dba)3 (53 mg), sodium tert-butoxide (157 mg) and toluene (5 mL) was stirred at 120 C. for 45 minutes under microwave irradiation. The reaction mixture was filtered through Celite, and water was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to obtain (2E)-N-(4-(2-hydroxypropan-2-yl)phenyl)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)acrylamide (101 mg) and (2E)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)-N-phenylacrylamide (6 mg). 1H NMR (300 MHz, DMSO-d6) delta 1.41 (6H, s), 3.94 (3H, s), 4.94 (1H, s), 6.85 (1H, d, J=15.6 Hz), 7.42 (2H, d, J=8.7 Hz), 7.49 (1H, d, J=5.2 Hz), 7.62 (2H, d, J=8.7 Hz), 7.64-7.80 (2H, m), 8.08 (1H, s), 8.53 (1H, d, J=5.2 Hz), 8.77 (1H, s), 10.23 (1H, s). 1H NMR (300 MHz, DMSO-d6) delta 3.94 (3H, s), 6.86 (1H, d, J=15.7 Hz), 7.02-7.15 (1H, m), 7.35 (2H, t, J=7.9 Hz), 7.49 (1H, d, J=4.8 Hz), 7.66-7.80 (4H, m), 8.09 (1H, s), 8.53 (1H, d, J=5.2 Hz), 8.78 (1H, s), 10.29 (1H, s).

The synthetic route of 2077-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
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Synthetic Route of 78573-45-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 78573-45-2 as follows.

(e) p-Toluenesulfonic acid [3-(3-trifluoromethylphenyl)propyl] ester 125 g of p-toluenesulfonic acid [3-(3-trifluoromethylphenyl)propyl] ester are obtained as a yellow oil from 71.5 g of 3-(3-trifluoromethylphenyl)propan-1-ol, 83 g of p-toluenesulfonic acid chloride and 54 ml of pyridine in 160 ml of chloroform by the procedure described in Example 5e.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78573-45-2, its application will become more common.

Reference:
Patent; BYK Gulden Lomberg Chemische Fabrik Gesellschaft mit beschrankter Haftung; US4324796; (1982); A;,
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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. 145691-59-4, name is (3,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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: (3,5-Dibromophenyl)methanol

1,3-Dibromo-benzyl alcohol (1) (20 g, 75.2 mmol) was dissolved in anhydrous DCM (200 mL) in a dried flask under nitrogen. The reaction mixture was cooled to 0 ¡ãC and stirred under nitrogen atmosphere. DIPEA (25.8 mL, 150.4 mmol) was added drop wise to the above solution, after 10 minutes of stirring at 0 ¡ãC, mesyl cholride (8.7 mL, 112.8 mmol) was added drop-wise to the above reaction mixture. Finally, the reaction mixture was allowed to stir at RT for 2 hrs. Reaction mixture was diluted with DCM, washed with water (100 mL) followed by NaHC03 solution and brine, dried over anhydrous Na2S04, filtered and evaporated to dryness to give 21 gm of crude product (2) as a brown liquid which was carried forward to the next step as such.

With the rapid development of chemical substances, we look forward to future research findings about 145691-59-4.

Reference:
Patent; SAINT LOUIS UNIVERSITY; RUMINSKI, Peter; GRIGGS, David; WO2014/15054; (2014); 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.307353-32-8, name is Methyl 3-bromo-5-(hydroxymethyl)benzoate, molecular formula is C9H9BrO3, molecular weight is 245.07, as common compound, the synthetic route is as follows.Product Details of 307353-32-8

In a three-necked flask with a capacity of 3 liters, 253.11g of methyl 5-bromo-3-(hydroxymethyl)benzoate were placed and mixed with 2000 ml of toluene, and the resultant mixture was agitated to prepare a solution. The resultant solution was mixed with 44g of manganese dioxide, and the resultant reaction mixture liquid was heated to a temperature of 105C and agitated for 7 hours. The resultant reaction mixture liquid was allowed to be cooled to room temperature and filtered to remove a solid fraction therefrom, and the resultant filtrate was concentrated. The target compound, methyl 5-bromo-3-formylbenzoate was obtained in an amount of 236.79g which corresponded to a yield of 94.3%. The results of the 1H-NMR (200 MHz, delta ppm, CDCl3) of the resultant compound were as follows. 3.98 (s, 3H), 8.1 – 8.3 (m, 1H), 8.3 – 8.6 (m, 2H), 10.0 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,307353-32-8, Methyl 3-bromo-5-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; TEIJIN LIMITED; EP1460059; (2004); A1;,
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