A common compound: 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 25597-16-4
[0179] A mixture of benzaldehyde from Step 1 (3.0 g, 18.07 mmole) and ethyl 4,4, 4- trifluorocrotonate (4.5 g, 27.11 mmole) was dissolved in anhydrous DMF (20 mL), warmed to 60 C and treated with anhydrous K2CO3 (4.99 g, 36.14 mmole). The solution was maintained at 90 C for 24 hours. LCMS analysis indicated that the reaction was complete. After the reaction was cooled to room temperature, the solution was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous MGS04, filtered and concentrated IRA VACUA to afford brown solid, that was dissolved in MeOH (40 mL) and was precipitated upon adding 13 mL water. The suspension was filtered and dried 1 on vacuum yielding a light brown solid: (4.37 g, 76.6 %): LCMSNL/Z339. 10 (M+Na). H NMR (CDC13/400 MHz) 7.68 (s, 1H), 7.03 (d, 1H, J=8. 7 Hz), 6.50 (d, 1H, J=8. 7 Hz), 5.70 (q, 1H, J=6 Hz), 4.29 (q, 2H, J= 7.2 Hz), 3.84 (s, 3H), 2.09 (s, 3H), 1.33 (t, 3H, J=7. 2 Hz).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 25597-16-4, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; PHARMACIA CORPORATION; WO2004/87686; (2004); A2;; ; Patent; PHARMACIA CORPORATION; WO2004/87687; (2004); A1;,
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