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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl methyl malonate
To a solution of sodium hydride (4.60 g, 115 mmol) in DMSO (120 mL) was added tert-butyl methyl malonate dropwise. The resulting solution was heated to 100°C for 30 min then cooled to room temperature, where 3-cyano-4-fluorobenzotriflulide (9.86 g, 52.0 mmol) was added and the reaction reheated to 100°C. After 2 h the reaction was cooled to room temperature and poured into a mixture of saturated aqueous ammonium chloride (400 mL), EA (100 mL) and hexanes (100 mL). The organic layer was separated and washed once with saturated aqueous ammonium chloride, three times with water and once with brine. Filtration through a short plug of silica gel, followed by concentration under reduced pressure gave a crude yellow oil. This product was dissolved in ethyl alcohol (50 mL), treated with Raney Nickel (-1 g), and placed on a Parr shaker under 50 psi H2. After 18 h the reaction was filtered through celite and concentrated under reduced pressure to give 12.5 g of product (76 percent). ESI-MS calc. for C15H16F3N03 : 315; found 631 (2M+H). H NMR (CDC13, 500 MHz) 8 7.60 (d, J = 10.0 Hz, 1H), 7.50 (s, 1H), 7.44 (d, J = 10.0 Hz, 1H), 7.24 (bs, 1H), 4.86 (d, J = 14. 5 Hz, 1H), 4.46 (t, J = 14.5 Hz, 2H), 2.20 (bs, 1H), 1.45 (bs, 9H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2003/93231; (2003); A2;,
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