1: 2-methyl-4-trifluoromethylphenyl iodide With iodine; magnesium in tetrahydrofuran; dibromoethane, 1,2- T=-10°C; 15 h; Heating / reflux; 2: carbon dioxide in tetrahydrofuran; dibromoethane, 1,2- T=5°C; 3: With hydrogenchloride in tetrahydrofuran; dibromoethane, 1,2-; water

potassium hydroxide in water; ethylene glycol

1: With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in cyclohexane T=-78 - -70°C; 0.25 h; 2: α,α,α-Trifluoro-p-toluic acid in tetrahydrofuran; cyclohexane T=-50 - -40°C; 2 h; 3: methyl iodide in tetrahydrofuran; cyclohexane T=-78°C; 0.2 - 0.216667 h;

1.1: Et3N / tetrahydrofuran 2.1: SOCl2 / 15 °C 3.1: aq. NaOH / diethyl ether 4.1: n-BuLi / tetrahydrofuran / -60 °C 4.2: 100 percent / tetrahydrofuran 5.1: 40 percent / aq. HCl / Heating View Scheme