Reference of 5238-56-2,Some common heterocyclic compound, 5238-56-2, name is N-(2-Hydroxyethyl)methacrylamide, molecular formula is C6H11NO2, 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.
2-Aminoethanol (Manufactured by Tokyo Chemical Industry; 19.4 g, 0.318 mol), and 400 mL of anhydrous tetrahydrofuran were put into a 1-liter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Seventy milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (16.6 g, 0.159 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, insoluble matters were removed by filtration, and the filtrate was concentrated under reduced pressure. This produced hydroxyethyl methacrylamide as a pale yellow liquid. The hydroxyethyl methacrylamide (12.9 g, 0.10 mol) obtained by the procedure described above, 200 mL of anhydrous tetrahydrofuran, and triethylamine (15.2 g, 0.15 mol) were put into a 500-milliliter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Fifty milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (15.7 g, 0.15 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, triethylamine hydrochloride was removed by filtration, and the filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (developing solvent: ethyl acetate). After the column purification, the solvent was removed under reduced pressure using a rotary evaporator, and a pale yellow liquid was obtained. The liquid was subjected to LC-MS analysis and 1H-NMR measurement. It was determined from the locations and integrals of signals that the pale yellow liquid was a target compound. The weight yield was 10.8 g, and the percentage yield was 54.8%. MS m/z: 198 (M+H)+ 1H-NMR (270 MHz CDCl3): delta 1.92 (m, 3H), 1.94 (m, 3H), 3.65 (m, 2H), 4.27 (m, 2H), 5.34 (m, 1H), 5.58 (m, 1H), 5.68 (m, 1H), 6.11 (m, 1H), 6.29 (s, 1H) (ppm)
The synthetic route of 5238-56-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; KURARAY NORITAKE DENTAL INC.; NOJIRI, Yamato; TAKEI, Mitsuru; (33 pag.)US2018/360696; (2018); A1;,
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