Category: 575-03-1

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.575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, molecular weight is 230.1401, as common compound, the synthetic route is as follows.575-03-1

General procedure: To around bottomed flask equipped with a magnetic stir bar were added, the7-hydroxycoumarin substrate (1 equiv.), acetone (25 mL/mmol of substrate), and K2CO3 (3 equiv.). The solution wasstirred for 5 minutes at room temperature followed by addition of R3-X (1 equiv.; R3 = alkyl, X = Br or OTs.). The reaction mixture was placed under anArgon atmosphere (balloon) and stirred at reflux temperature for 16 hours atwhich point complete consumption of substrate was observed by TLC in all cases. The reaction was cooled to r.t., poured intowater, and extracted with EtOAc (x 3). The combined extracts were dried over MgSO4. The solvent was removed in vacuo and theremaining residue purified via flash chromatography over silica gel using gradient elution with EtOAc and Hexanes to yield Compounds 18-28.?

Statistics shows that 575-03-1 is playing an increasingly important role. we look forward to future research findings about 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Article; Farley, Conner M.; Dibwe, Dya Fita; Ueda, Jun-Ya; Hall, Eric A.; Awale, Suresh; Magolan, Jakob; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1471 – 1474;,
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Some common heterocyclic compound, 575-03-1, 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.575-03-1

take 2.3g (O. Olmol) 4-trifluoromethyl _7_ hydroxy coumarin in a round bottom flask, followed by adding 3.5g (0 ¡¤ 025mol) K2C03, 0 ¡¤ 33g (0 ¡¤ OOlmol) Tetrabenzo Ammonium bromide, and 30mL of acetone, magnetic stirring to make it mix well, and then add 0.02g KI as a catalyst;2. The mixed solution was heated at 60¡ãC under stirring, after 15 min 1.6 mL (0.015 mol) of 1-Bromobutane was added, then stirred and refluxed for 6h, TCL monitered the progress of the reaction.3. After the reaction, the filtrate was filtered to remove insolubles such as potassium carbonate, and concentrated by rotary evaporation to give crude product d-1, which was recrystallized from ethanol / water to give compound d-1,4-trifluoromethyl-7- Lutein.

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 575-03-1.

Reference:
Patent; (19 pag.)CN107674055; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

575-03-1, 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 575-03-1 as follows.

2-(Trimethylsilyl) ethylhydrogen phthalate (1, 1.29 g, 4.83 mmol) [14,15], 7-hydroxy-4-(trifluoromethyl)-coumarin (2, 1.11 g, 4.83 mmol) [16], and4-dimethylaminopyridine (0.65 g, 5.3 mmol) were dissolved in amixture of anhydrous methylene chloride (15 mL) and anhydrous DMF (9 mL). N,N-Dicyclohexylcarbodiimide was quickly added tothe reaction mixture, which was stirred under N2 overnight. Dicyclohexyl urea was filtered off, and the filtrate was diluted in10 mL of methylene chloride. The solution was washed with brineand then dried over anhydrous Na2SO4. The crude product wascollected by evaporation under reduced pressure and then purifiedby flash chromatography on silica gel (PE/EA = 30:1) to yield 3(0.92 g, 45percent) as a white solid. Compounds 3 were characterized by1H NMR, 13C NMR and ESI-HRMS analyses (Figs. S3?S5 inSupporting information). 1H NMR (500 MHz, CDCl3): d 7.93?7.87(m, 1H), 7.87?7.78 (m, 2H), 7.69?7.62 (m, 2H), 7.45 (d, 1H,J = 2.5 Hz), 7.38 (dd, 1H, J = 9.0, 2.5 Hz), 6.80 (s, 1H), 4.46?4.37 (m,2H), 1.12?1.08 (m, 2H), 0.05 (s, 9H); 13C NMR (100 MHz, CDCl3): d166.71, 165.75, 158.51, 155.11, 154.29, 131.84, 131.69, 131.56,131.39, 129.37, 128.96, 126.35, 118.99, 111.10, 64.40, 17.37,1.53; ESI-HRMS (m/z): Calcd. for [C23H21F3O6Si + Na] 501.09572([M + Na]+), found 501.09485.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Article; Wang, Xin-Yu; Guan, Feng-Jie; Li, Bin; Zhang, Hua; Wu, Hong-Wei; Ji, Kai; Liu, Chuan-Xiang; Chinese Chemical Letters; vol. 27; 2; (2016); p. 211 – 214;,
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575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

1. 2.3 g (0.0100 mol) of 4-trifluoromethyl-7-hydroxycoumarin (a-1) was taken in a round bottom flask, followed by the addition of 3.5g (0.025mol) of K2CO3, 0.33g (0 ? 001mol) of tetrabutylammonium br omide, and 30mL of acetone, the mixture is mixed under magnetic stirring, then 0.02 g KI was added as a catalyst;2. The mixed solution was heated at 60¡ãC under stirring, after 15 min 1.3 mL (0,015 mol) allyl bromide was added, then stirred and refluxed for 6h, TCL monitered the progress of the reaction3. After the reaction is completed, the insoluble matter such as potassium carbonate is removed by filtration and concentrated by rotary evaporation to obtain a crude product b-1, which is recrystallized from ethanol / water to give compound b-1,4-trifluoromethyl-7-allyloxy Lutein

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, 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Patent; (19 pag.)CN107674055; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts