Tag: M.W=200-300

Synthetic Route 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.

Acetic anhydride (1.42 mL, 15 mmol) and pyridine (1.7 mL, 21 mmol) were added sequentially to a solution of compound A1 (2.2 g, 10.5 mmol) in 20 mL of CH2CI2. The reaction mixture was stirred at room temperature for 12h and then evaporated to give a yellowish oil residue. The residue was purified by flash chromatography (eluting with 7->9% EtOAc in hexanes) to give compound A2 as a colorless oil (2.26 g; 9.0 mmol; 85.6% yield); 1H NMR (400 MHz, chloroform-D) 8 ppm 1.88 (d, J=6.82 Hz, 3 H) 2.31 (s, 3 H) 6.62 (q, J^6.82 Hz, 1 H) 7.25 (t, J=8.46 Hz, 1 H) 7.49 (dd, ^=8.84, 5.05 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
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Application of 13826-35-2, Adding some certain compound to certain chemical reactions, such as: 13826-35-2, name is (3-Phenoxyphenyl)methanol,molecular formula is C13H12O2, 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 13826-35-2.

General procedure: A typical reaction was carried out as follows: benzyl alcohol (1 equiv), Oxone (0.88 equiv), and PTC (1.5 equiv) were dissolved in 3 mL of chloroform in a 10-mL glass reactor. The mixture was stirred for 8 h, and the substrate conversion and product formation were monitored by GLC. The products were identified by comparing with authentic samples using GC or GC/MS analysis.

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. 13826-35-2, (3-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; An, X. Q.; Kang, M.; Ma, H. C.; Yang, Y. X.; Yang, Z. W.; Zeng, W.; Russian Journal of Organic Chemistry; vol. 56; 3; (2020); p. 521 – 523;,
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Adding a certain compound to certain chemical reactions, such as: 25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Reference Example 2Synthesis of ( 6-hydroxy-l-benzofuran-3-yl) acetic acid (lR)-l- phenylethylamine salt; 0381][0382]Sodium hydroxide (135 g) was dissolved in water (830 mL) to prepare a 14% aqueous sodium hydroxide solution. To a solution (623 mL) of 4- (chloromethyl ) -7-hydroxy-2H-chromen-2- one (254 g) in water was added the above-mentioned 14% aqueous sodium hydroxide solution at 5C, and the mixture was stirred at 25C for 1 hr and at 60C for 4 hr. The concentratedhydrochloric acid (270 mL) was added at 35C, a seed crystal was added, and the reaction mixture was stirred at 35C for 1 hr and at 5C for 1 hr. The precipitated crystals werecollected by filtration, washed with water (123 mL) , and dried at 60C under reduced pressure. To the crystals was added ethyl acetate (1.9 L) , and the mixture was stirred at room temperature for 1 hr. After filtration, the insoluble material was washed with ethyl acetate (144 mL) . To the filtrate was added activated carbon (16.5 g) , and the mixture was stirred at 25C for 1 hr and filtered again. The filtrate wasconcentrated and dried under reduced pressure to give (6- hydroxy-l-benzofuran-3-yl) acetic acid (146 g) . (6-Hydroxy-l- benzofuran-3-yl) acetic acid (130 g) was dissolved in methanol (270 mL) , a solution of (1R) -1-phenylethylamine (82 g) in methanol (90 mL) was added at 60C, and diisopropyl ether (3.6 L) was added at 55C. After stirring at 25C for 2 hr, the precipitated solid was collected by filtration. The obtained solid was washed with a mixed solvent (445 mL) of methanol- diisopropyl ether (1:9), and dried at 50C under reducedpressure to give the title compound (198 g) as white crystals. *H NMR (500 MHz, DMSO-d6) : delta 1.28-1.38 (m, 3H) , 3.38-3.50 (m, 2H) , 4.06-4.17 (m, 1H) , 6.72 (dd, 1H, J = 8.5, 2.2 Hz), 6.86 (d, 1H, J = 1.9 Hz), 7.21-7.29 (m, 1H) , 7.29-7.38 (m, 3H) , 7.38-7.44 (m, 2H) , 7.56-7.63 (m, 1H) . (protons derived from NH, OH and COOH were not detected)

The synthetic route of 25392-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji; WO2012/111849; (2012); A1;,
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Reference of 261723-32-4, Adding some certain compound to certain chemical reactions, such as: 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 261723-32-4.

To a solution of (3-bromo-2-fluorophenyl)methanol (29; 4.00 g,19.5 mmol) in THF (40 mL) were added tert-butyl(chloro)dimethylsilane (3.50 g, 23.0 mmol) and 1H-imidazole (2.0 g,29.4 mmol). After being stirred at room temperature for 1 h, themixture was diluted with H2O, and extracted with EtOAc. Theorganic layer was dried over MgSO4, and concentrated in vacuo.The residue was purified by column chromatography on silica gel(hexane/EtOAc = 1:0 to 9:1) to give the product (5.90 g, 95%) as acolorless oil. 1H NMR (DMSO-d6): d 0.09 (6H, s), 0.90 (9H, s), 4.78(2H, s), 7.16-7.20 (1H, m), 7.43-7.47 (1H, m), 7.59-7.64 (1H, m);MS (CI) m/z [M+H]+ 321.

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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamaki, Susumu; Yamada, Hiroyoshi; Nagashima, Akira; Kondo, Mitsuhiro; Shimada, Yoshiaki; Kadono, Keitaro; Yoshihara, Kosei; Bioorganic and Medicinal Chemistry; vol. 25; 21; (2017); p. 6024 – 6038;,
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Reference of 186020-66-6, 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. A new synthetic method of this compound is introduced below.

[0072] To 15 grams of polyethene glycol (n=3) was added 0.45 eq of tert-butyl acrylate and 1 mol% potassium tert-butoxide in THF at 00 C to room temperature for 3 days to yield compound 1. Compound 1 was added to 1.2 eq of methanesulfonyl chloride, 1.2 eq of triethyl amine in THF at 0 C to room temperature for 3 hours. The pH was adjusted to 8 and 1.2 eq of sodium azide was added in water. The reaction was refluxed overnight to yield compound 2. To compound 2 was added 3 eq of triphenyiphosphine in a THF:water ratio of 7:2 at room temperature for 18 hours to afford compound 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
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Application of 80866-82-6, 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 80866-82-6, name is 5-Bromo-2-methoxybenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 26 Imidazole (3.45 g) and t-butyldimethylchlorosilane (17.6 g) were added to a solution of 5-bromo-2-methoxybenzyl alcohol (10.0 g) in DMF (100 ml) under cooling with ice and the mixture was stirred for two hours. The reaction mixture was added to ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain [(5-bromo-2-methoxybenzyl)oxy](t-butyl)dimethylsilane (15.2 g).

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 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol.

Reference:
Patent; Tomiyama, Hiroshi; Noda, Atsushi; Kitta, Kayoko; Kobayashi, Yoshinori; Imamura, Masakazu; Murakami, Takeshi; Ikegai, Kazuhiro; Suzuki, Takayuki; Kurosaki, Eiji; US2005/124555; (2005); A1;,
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Electric Literature of 162744-59-4, 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.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.

To a stirred solution of (4-bromo-2,6-difluoro-phenyl)methanol (4.2 g, 18.8 mmol) in CH2C12 (80 mL) at 0 C was added CBr4 (7.81 g, 23.5 mmol). After 5 min, a solution of triphenylphosphine (6.17 g, 23.5 mmol) in CH2C12 (20 mL) was added dropwise and the resulting mixture was stirred at room temperature for 2 hours. The mixture was concentrated in vacuo and the residue was taken up in heptane (100 mL). The resulting precipitate (white solid) was collected through a sintered glass and washed with further heptane. The filtrate was concentrated in vacuo to afford the title compound (6.90g, 78%) as a colorless oil which was used in the following step without further purification.

The chemical industry reduces the impact on the environment during synthesis 162744-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; RAUBER, Etienne; (157 pag.)WO2016/30310; (2016); A1;,
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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 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(4-Bromophenyl)propan-2-ol

To a suspension of 2-(4-bromo-phenyl)-propan-2-ol (1.00 g, 4.65 mmol), copper(l) iodide (177 mg, 0.93 mmol) and sodium (2R)-2-[(2R)-3,4-dihydroxy- 5-oxo-2H-furan-2-yl]-2-hydroxy-ethanolate hydrate (100 mg, 0.46 mmol in amixture of DMF (4 ml) and water (5 ml) are added sodium azide (605 mg, 9.3 mmol) and N,N?-dimethyl-ethane-1,2-diamine (123 mg, 1.39 mmol). The reaction mixture is stirred at room temperature for 19 hours. The reaction mixture is poured into 40 ml saturated aqueous sodium chloride solution. The mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent to afford 2-(4-azido-phenyl)- propan-2-ol as light brown oil; HPLC/MS 1.47 mm (B), [M-N2-OH] 132. 1H NMR (400 MHz, DMSO-d6) 6 7.49 (d, J = 8.4 Hz, 2H), 7.04 (d, J = 8.4 Hz,2H), 5.01 (s, 1H), 1.41 (s, 6H)

With the rapid development of chemical substances, we look forward to future research findings about 2077-19-2.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; MUZERELLE, Mathilde; BURGDORF, Lars; WUCHERER-PLIETKER, Margarita; CZODROWSKI, Paul; ESDAR, Christina; (278 pag.)WO2017/121444; (2017); A1;,
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Reference of 17100-58-2, Adding some certain compound to certain chemical reactions, such as: 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol,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 17100-58-2.

[00281] 28B. 4-bromo-2-methylbenzaldehyde: To a solution of oxalyl chloride (249 mL, 497 mmol) in CH2CI2 (150 mL) at -78 C under argon was added a solution of DMSO (42.4 mL, 597 mmol) in CH2C12 (75 mL) dropwise with a venting needle (Note: gas was generated, slow addition was necessary). After the addition, the venting needle was removed. The reaction mixture was stirred at -78 C under argon for 30 min. Then, a solution of 28A (20.0 g, 99.0 mmol) in CH2C12 (203 mL) was added. The resulting solution was stirred at -78 C for 30 min and then TEA (166 mL, 1190 mmol) was added dropwise. The reaction mixture was warmed to rt and stirred for 12 h. The reaction mixture was diluted with water (20 mL) and CH2C12 (30 mL). The layers were separated and the aqueous layer was extracted with CH2C12 (3 x 50 mL). The combined organic extracts were washed with water and brine, dried (MgSC^), filtered, and concentrated. The crude product was purified by flash chromatography to provide 28B (15.4 g, 78 mmol, 78 % yield) as a yellow oil. lH NMR (400 MHz, CDC13) delta 10.22 (s, 1H), 7.66 (d, J= 8.28 Hz, 1H), 7.51 (dd, J= 8.28, 1.76 Hz, 1H), 7.45 (s, 1H), 2.65 (s, 3H).

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HERNANDEZ, Andres S.; ELLSWORTH, Bruce A.; EWING, William R.; CHEN, Bin; WO2014/78608; (2014); A1;,
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Reference of 7073-69-0, 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.7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

To the crude alcohol was added conc. HCl (3 drops) and 3,4-dihydro-2H-pyran (S3) (4.07 g, 48.5 mmol, 1.20 equiv) and stirred neat at room temperature for 24 h. The mixture was diluted with Et20 (50 mL), and washed with a sat. aq. NaHCO3 (25 mL). The aqueous layer was extracted with Et20 (2 x 50 mL) and the combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to afford 2-((2-(2-bromophenyl)propan-2-yl)oxy)tetrahydro-2H-pyran (S4) (8.30 g, ca. 38.8 mmol, 1.00 equiv) which was used without further purification.

Statistics shows that 7073-69-0 is playing an increasingly important role. we look forward to future research findings about 2-(2-Bromophenyl)propan-2-ol.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HOYE, Adam, T.; KIM, Won-suk; MARTINEZ-SOLORIO, Dionicio; SMITH, Amos, B.; SANCHEZ, Luis; TONG, Rongbiao; NGUYEN, Minh, Huu; WO2013/185021; (2013); A2;,
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