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ChemicalBook CAS DataBase List 4-Fluorophenylacetic acid
405-50-5

4-Fluorophenylacetic acid synthesis

9synthesis methods
-

Yield:405-50-5 747.6 mg

Reaction Conditions:

Stage #1:1-ethynyl-4-fluorobenzene with n-butyllithium in tetrahydrofuran at -78; for 1 h;
Stage #2: with 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran for 2 h;
Stage #3: with oxone in acetone at 50; for 12 h;

Steps:

18 Example 18
At -78 ° C, n-butyllithium (2.4 mL, 2.5 mol / L, 1.2 equivalents) was added dropwise to a solution of 4-fluorophenylacetylene (600.7 mg, 1.0 equivalent) in a tetrahydrofuran solution (15 mL) for 1 h. Isopropanol pinacol borate (1.2 mL, 1.2 equivalents) was added dropwise to the mixed solution, and the reaction was continued for 2 hours. A 1,4-dioxane solution of hydrogen chloride (1.9 mL, 4 M in dioxane, 1.5 equivalents) was added. After quenching, the reaction was warmed to room temperature. After rotary evaporation of the solvent, it was prepared into an acetone solution (0.3M), and then potassium peroxymonosulfonate solution (0.5M, 4.6107g, 1.5 equivalents) was added, and transferred to 50 ° C and stirred for 12h After separation and purification, 747.6 mg of 4-fluorophenylacetic acid with a purity of 97% was obtained.

References:

Hunan University;Zhao Wanxiang;Li Ruoling;Li Chenchen;Zhao Pei CN110330420, 2019, A Location in patent:Paragraph 0118-0123

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