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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks
Example 3Reaction with 4 Molecular Sieve245 g (1.71 mole) of N,N-dimethylamino-ethyl-acrylate, 183.3 g (1.71 mole) of 2-ethylpyridine, 1.5 L of toluene and 250 g of 4 molecular sieves (that are UOP type 4 beads purchased from the Fluka Company) were added sequentially to a 5-liter reaction vessel. Then, nitrogen was introduced to the reaction vessel, an operation temperature in the reaction vessel was lowered to -10 C. and N,N-dimethylamino-ethyl-acrylate, 2-ethylpyridine and toluene were stirred for 10 minutes. 252.2 g (1.71 mole) of 2,2-dichloro-acetyl-chloride was dissolved in 500 mL of toluene and titrated into the reaction vessel in 30 minutes and then stirred for 1.5 hours at 0 C. to allow a synthetic reaction to proceed. TLC was used to analyze if N,N-dimethylamino-ethyl-acrylate was consumed to determine if the synthetic reaction had reached an end point. Once the end point was reached, 2 L of deionized water was added to the reaction vessel and contents of the reaction vessel were stirred for 30 minutes. After being stirred, the contents immediately separated into two phases. Then, a water phase and the 4 molecular sieves were removed and toluene was removed by vacuum pump to obtain a crude product. Next, the crude product was stirred, washed twice with 1 L hexane respectively and filtered by centrifuge. After being filtered, the crude product was dried in a vacuum oven for 5 hours to obtain a white product being 4,4-dichloro-2-(dimethylamino)methylene-3-oxy-alkyl butyrate (395.7 g; yield: 91%; purity: 99.8% (as shown in FIG. 3); melting point: 68 C.). The structure of the product was analyzed by 1H-NMR, 13C-NMR and frustrated total internal reflection (FTIR), which are respectively shown in FIGS. 4, 5 and 6.The 4 molecular sieves were soaked in 1 L of isopropanol for 24 hours, then dried at 120 C. for 24 hours to obtain 245 g of 4 molecular sieves (recycling rate: 98%).
The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UFC Corporation; US7601864; (2009); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics