Tag: M.W=200-300

575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

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. 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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1074-16-4, 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 1074-16-4, name is 2-(2-Bromophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

17.6 g (0.314 mol) KOH in 100 mL DMSO was placed in a flask fitted with dropping funnel and magnetic stirrer placed in water bath at ca. 7 C. A solution of 9.9 mL (22.57 g, 0.159 mol) of iodomethane and 13.94 g (0.0742 mol) of 2-(2-bromophenyl)ethanol in 80 mL DMSO was dropped-in while keeping the temperature 21-22 C. Water bath was removed and the reaction mixture was stirred for 2 h while the temperature raised to 27 C. After cooling to RT reaction mixture was poured into 600 mL of water, than extracted with diethyl ether (300 mL and 2 ¡Á 100 mL). Ether extract was washed with water (2 ¡Á 150 mL) and volatiles were distilled off to give 14.6 g of 2-bromo-(2-methoxyethyl)benzene (0.0679 mol, 91.5%), which was used without further purification. 1H NMR (400 MHz, CDCl3): delta: 3.08 (t, 2H), 3.42 (s, 3H), 3.66 (t, 2H), 7.10-7.14 (m, 1H), 7.26-7.33 (m, 2H), 7.57-7.59 ppm (m, 1H).

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 1074-16-4, 2-(2-Bromophenyl)ethanol.

Reference:
Article; Adamczyk-Wo?niak, Agnieszka; Brzozka, Zbigniew; Da?browski, Marek; Madura, Izabela D.; Scheidsbach, Roy; Tomecka, Ewelina; Zukowski, Kamil; Sporzy?ski, Andrzej; Journal of Molecular Structure; vol. 1035; (2013); p. 190 – 197;,
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13826-35-2, Adding a certain compound to certain chemical reactions, such as: 13826-35-2, (3-Phenoxyphenyl)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, 13826-35-2, blongs to alcohols-buliding-blocks compound.

General procedure: To a screw tube in a glovebox was added In(Oi-Pr)3 (29.2 mg, 0.1 mmol). The tube was then sealed and removed from the glovebox, and CHCl3 (1 mL), alcohol (0.5 mmol), and pivalaldehyde (280 muL, 2.5 mmol) were added under N2 in this order. After stirring the mixture at r.t. for 3 h, H2O (1.0 mL) was added to the reaction mixture, which was then extracted with EtOAc. The organic phase was dried (Na2SO4), and evaporated under reduced pressure. The crude material was purified by silica gel column chromatography (Table 2 and Scheme 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13826-35-2, its application will become more common.

Reference:
Article; Ogiwara, Yohei; Ono, Yuji; Sakai, Norio; Synthesis; vol. 48; 23; (2016); p. 4143 – 4148;,
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106-28-5, 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 106-28-5 as follows.

Step 4: A 3-N 100 mL flask was charged with PCl3 (2.8 mL, 31.6 mmol) and dry DMF (32 mL) then stirred at RT for 1 h. In a separate 50 mL flask, farnesol (Ex-1B-5) (10.0 g, 45.2 mmol) and DMF (10 mL) was charged. The PCl3/DMF solution was then transferred to the farnesol, solution and the resulting dark orange solution was stirred for 1 h. The reaction was quenched by addition of solid NaHCO3 (2.5 g, 63.2 mmol). The solvent was removed by high vacuum rotary evaporation to yield an oily orange residue. To the residue was added MTBE (40 mL) and water (40 mL). The aqueous phase was washed with MTBE (3¡Á20 mL). The MTBE layers were combined, washed with brine (2¡Á20 mL), dried over MgSO4, filtered and finally concentrated by rotary evaporation to yield 1-chloro-3,7,11-trimethyl-dodeca-2,6,10-triene (Ex-1B-6) as a yellow oil (9.89 g, 92%). 1H NMR (400 MHz, CDCl3) delta (ppm): 5.47 (broad-t, J=8.3 Hz, 1 H), 5.15-5.07 (m, 2 H), 4.12 (d, J=8.1 Hz, 2 H), 2.18-1.95 (m, 8 H), 1.75 (s, 3 H), 1.70 (s, 3 H), 1.62 (s, 6 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,106-28-5, its application will become more common.

Reference:
Patent; Miller, Guy M.; Hecht, Sidney M.; US2006/281809; (2006); A1;,
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4654-39-1 ,Some common heterocyclic compound, 4654-39-1, molecular formula is C8H9BrO, 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.

A solution of 2-(4-bromophenyl)ethanol (342 mul, 2.50 mmol), DIEA (653 mul, 3.75 mmol) and methanesulfonyl chloride (213 mul, 2.70 mmol) in DCM (12 ml) was stirred 1 h 30 at 0 C. and then overnight at rt. The solution was diluted with DCM, washed with a 0.5 N solution of HCl and brine. The organic phase was dried over Na2SO4 and concentrated to afford a yellow oil (700 mg, 100%).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Scripps Research Institute; Kamenecka, Theodore Mark; Griffin, Patrick R.; Shin, Youseung; He, Yuanjun; Blayo, Anne-Laure; Lyda, Brent R.; Koenig, Marcel; Kumar, Naresh; Burris, Thomas; (119 pag.)US9586928; (2017); B2;,
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112-70-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 3 In the same manner as Example 1 except using 600 parts of tridecyl alcohol, 2.2 parts of water, 240 parts of allyl chloride and 335 parts of triethyl amine, in place of 570 parts of lauryl alcohol, 5 parts of sodium hydroxide, 275 parts of allyl chloride and 375 parts of triethyl amine, was obtained 960 parts of lauryl allyl maleate of 97.1% purity and of Gardner Color 3. A molar ratio of maleic anhydride:lauryl alcohol was 1:1, and maleic acid monolauryl ester:allyl chloride:triethyl amine:water was 1:1.05:1.10:0.04.

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, 112-70-9, 1-Tridecanol.

Reference:
Patent; Sanyo Chemical Industries, Ltd.; US5523465; (1996); A;,
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575-03-1 , The common heterocyclic compound, 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

(1) to 10 ml containing 0.5mmol of 4 – trifluoromethyl -7 – hydroxy coumarin and 0.625mmol of triethylamine in tetrahydrofuran solution, slowly dropping 0.6mmol to the propyl benzoyl chloride (dissolved in 5 ml of in tetrahydrofuran), to control the temperature 0 ¡ãC;(2) stirring ice 1h after, solution to return to room temperature, stirring overnight;(3) the reaction solution through the pressure reducing and removing the solvent, the solid residue is purified by silica gel chromatography, using ethyl acetate-hexane – (1:3 v/v) elute, shall be 148 mg white solid powdery pure product.

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Da Lianli Technology Changshu Institute Co., Ltd.; Cui Jingnan; Feng Lei; (11 pag.)CN104592985; (2017); B;,
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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 25646-77-9, name is 2-((4-Amino-3-methylphenyl)(ethyl)amino)ethanol sulfate. This compound has unique chemical properties. The synthetic route is as follows. 25646-77-9

To a solution of 4.39 g (0.015 mol) of 2-[(4-amino-3- methylphenyl)(ethyl)amino]ethanol sulfate in 5 ml of water and 10 ml of ethanol is added a solution of 4-butoxybenzene- 1 ,3-diamine dihydrochloride in 5 ml of water and 10 ml of ethanol. The pH is adjusted to 9.5 with 15 ml of 20% aqueous ammonia. 51 ml of 6% aqueous hydrogen peroxide solution are added and the mixture is stirred for 12 hours. The resulting mixture is extracted with butanol. The organic phase is washed with water brought to pH 10.5 with 20%) aqueous ammonia. The organic phase is dried with disodium sulfate and filtered, and the butanol is then evaporated off. The product is washed with isopropyl ether and filtered off.2.81 g of 2- {[4-(2-amino-5-butoxy-4-iminocyclohexa-2,5-dienylideneamino)-3- methylphenyljethylamino} ethanol 2 are obtained in the form of a black product. The molecular ion 371 (ES+) is detected by mass spectrometry.

Statistics shows that 25646-77-9 is playing an increasingly important role. we look forward to future research findings about 2-((4-Amino-3-methylphenyl)(ethyl)amino)ethanol sulfate.

Reference:
Patent; L’OREAL; SABELLE, Stephane; LEDUC, Madeleine; WO2013/87636; (2013); A1;,
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Adding some certain compound to certain chemical reactions, such as: 1074-16-4, name is 2-(2-Bromophenyl)ethanol, 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 1074-16-4. 1074-16-4

Step 3: 2-(2-bromophenyl)acetaldehydeTo a suspension of PCC (5.9 g, 28 mmol) in DCM (15 mL) was added a solution of 2- (2-bromophenyl)ethanol (3.7 g , 18 mmol) in DCM (20ml_) at room temperature whereupon a slightly exothermic reaction took place with the formation of a black reaction mixture which was kept stirring at room temperature for 15 hours. Then, ethyl ether (150 mL) was added and the mixture was filtered through silica gel on a pad of celite. The residue was washed with ether (50ml_) and the filtrate was concentrated under reduced pressure to afford crude product 2-(2-bromophenyl)acetaldehyde (3.4 g, 17 mmol, 94 % yield) as a light black oil. LCMS (m/z, ES 199 (M+H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1074-16-4.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012/67663; (2012); 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.4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.4654-39-1

Under ice cooling, Et3N (1.3 mL) and methanesulfonyl chloride (0.64 mL) were sequentially added to a solution of 2-(4-bromophenyl)ethanol (1.5 g) in CHCl3 (10 mL), followed by stirring at room temperature for 2 hours. Under ice cooling, water was added thereto, followed by extraction with CHCl3. The organic layer was filtered through a phase separator, and the filtrate was concentrated under reduced pressure. A mixture of the residue (light brown oil), 3-oxa-8-azabicyclo[3.2.1]octane (904 mg), 2,2,6,6-tetramethylpiperidine (2.0 mL), and MeCN (10 mL) was stirred at an outside temperature of 95 C. for 4 days. After cooling, water was added thereto, followed by extraction with CHCl3. The organic layer was filtered through a phase separator, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (SNAP Cartridge HP-Sil: 50 g, mobile phase: EtOAc/MeOH=99/1 to 90/10 (v/v)) to yield the title compound (1.47 g, light brown solid). MS (ESI pos.) m/z: 296, 298 ([M+H]+).

Statistics shows that 4654-39-1 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanol.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; Kuwada, Takeshi; Yoshinaga, Mitsukane; Ishizaka, Tomoko; Wakasugi, Daisuke; Shirokawa, Shin-ichi; Hattori, Nobutaka; Shimazaki, Youichi; Miyakoshi, Naoki; US2013/197217; (2013); A1;,
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