反应详情

温度

0 °C

180 g (0.96 mol) 2-difluoromethoxy-6-fluorobenzonitrile were introduced into 1.5 l of dimethylformamide at room temperature. 73.2 g (0.96 mol) of propanethiol were added dropwise and, after cooling to 0° C., 70 g (1.25 mol) of potassium hydroxide pellets, dissolved in 600 ml of water, were added dropwise at 0° C. The mixture was stirred for one hour and then warmed to room temperature. The reaction mixture was stirred into 3.5 l of ice-water and extracted three times with 500 ml of methyl tert.-butyl ether. The combined organic phases were washed twice with 500 ml of 1N hydrochloric acid and dried over sodium sulfate. Then, the solvent was distilled off in vacuo. The oil obtained was distilled in vacuo (b.p.: 180-185° C./0.5 mbar). Yield: 76% of theory. 1H NMR (in CDCl3): δ=1.1 ppm (t, 3H, CH3), 1.75 ppm (m, 2H, CH2CH3), 3.0 ppm (t, 2H, SCH2), 6.5-6.85 ppm (t, 1H, OCF2H), 7.05 ppm (d, 1H, arom. H), 7.2 ppm (d, 1H, arom. H), 7.5 ppm (t, 1H, arom. H).

1. additionwere added dropwise at 0° C
2. temperaturewarmed to room temperature
3. extractionextracted three times with 500 ml of methyl tert.-butyl ether
4. washThe combined organic phases were washed twice with 500 ml of 1N hydrochloric acid
5. dry with materialdried over sodium sulfate
6. distillationThen, the solvent was distilled off in vacuo
7. customThe oil obtained
8. distillationwas distilled in vacuo (b.p.: 180-185° C./0.5 mbar)