Fluazifop-ethyl synthesis

Yield:69045-80-3 83%

Reaction Conditions:

with potassium carbonate in acetonitrile at 70; for 16 h;

Steps:

27 Example 27 - Ethyl 2-[4-[[5-(trifluorometh l)-2-pyridyl]oxy]phenoxy]propanoate 62

Example 27 - Ethyl 2-[4-[[5-(trifluorometh l)-2-pyridyl]oxy]phenoxy]propanoate 62 A suspension of 4-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenol (6 g, 23.51 mmol), ethyl 2- bromopropanoate (3.05 mL, 23.51 mmol) and potassium carbonate (3.57 g, 25.86 mmol) in acetonitrile (60 mL) was heated at 70 °C for 16 h, after which time TLC showed complete consumption of the starting material. The reaction mixture was filtered and the resulting filtrate was dried in vacuo. The crude material was purified by flash chromatography on silica gel (solvent 90: 10 hexane/EtOAc) to afford the product as a colourless oil (6.91 g, 83%). ¹ H NMR δ_Η (CDCIs, 300 MHz): 8.36 (s, 1 H), 7.80 (dd, J = 2.5, 8.5 Hz, 1 H), 7.01 - 6.96 (m, 2H), 6.88 - 6.83 (m, 3H), 4.66 (q, J = 7.0 Hz, 1 H), 4.17 (q, J = 7.0 Hz, 2H), 1.54 (d, J = 7.0 Hz, 3H), 1.20 (t, J = 7.0 Hz, 3H). ESI-MS 356.0 [MH] ⁺.

References:

WO2013/136073,2013,A1 Location in patent:Page/Page column 55-56