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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