Z-3-Chloro-1-(2-chlorophenyl)-2-(4-fluorophenyl)-propene synthesis

Yield: 85.1%

Reaction Conditions:

with sulfuric acid;acetic anhydride in toluene at -15; for 0.104722 h;Solvent;Temperature;Reagent/catalyst;

Steps:

1.1-1.3; 2.1; 2.3; 3.1-3.3; 5.1-5.3; 6.1-6.3; 7.1-7.3; 8.1-8.3; 9.1-9.3; 10.1-10.3 Example 3
(1) Mix 1-chloro-3-(2-chlorobenzene)-2-(4-fluorobenzene)-2-propanol (20 g, 66.9 mmol) and toluene (70 g) with stirring to obtain material A As the reaction material of the first metering pump, the temperature is controlled before being introduced into the microchannel reactor, and the temperature is set to -15°C. Mix concentrated sulfuric acid (335 mg, 3.3 mmol), acetic anhydride (8 g, 78.4 mmol), and toluene (70 g) under stirring to prepare material B as the reaction material of the second metering pump, and control the temperature before passing it into the microchannel reactor , The set temperature is -15; (2) Control the flow rate of both the first metering pump and the second metering pump to be 250 μL/min to achieve the full mixing of the two raw materials. Choose a Teflon pipe with a diameter of 1.0 mm and a length of 2.0 m, and set the reaction temperature The temperature is -15 , and the residence time is 377 s. The reaction liquid flows out from the outlet of the reactor and enters the collection device. Determine (Z)-/(E)-3-chloro-2-(4-fluorophenyl)-1- The configuration selectivity of (2-chlorophenyl) propylene is 11.4:1; (3) Add 80 g of water layer to the collecting device, the organic layer was washed with saturated sodium bicarbonate solution and water in turn, and then concentrated to dryness under reduced pressure. The residue was recrystallized with ethanol (15 g) and dried in vacuum to obtain (Z )-3-chloro-2-(4-fluorophenyl)-1-(2-chlorophenyl)propene (16.0 g), yield: 85.1%, purity 98.2%.

References:

CN112661599, 2021, A Location in patent:Paragraph 0020-0022; 0024-0029