反应详情

4-Bromobenzonitrile (30 g), 3-methyl-1-butyne-3-ol (13.4 g), triphenylphosphine (0.7 g) and bis(triphenylphosphine)palladium(II) chloride (0.3 g) were dissolved in triethylamine (140 ml) under nitrogen atmosphere, and then copper(I) iodide (0.1 g) was added thereto. After stirring at room temperature for 1 hour, the reaction mixture was further stirred at 90° C. for 5 hours. The resulting precipitated crystals were filtered, and then triethylamine was distilled off therefrom, followed by extracting with chloroform. The resultant was washed twice with 10% hydrochloric acid, and further with water twice, and then chloroform was distilled off therefrom. The residue was distilled under reduced pressure (140° to 160° C./5 mmHg) to give 3-methyl-1-(4'-cyanophenyl)-1-butyne-3-ol (23.5 g).

1. stirringthe reaction mixture was further stirred at 90° C. for 5 hours
2. customThe resulting precipitated crystals
3. filtrationwere filtered
4. distillationtriethylamine was distilled off
5. extractionby extracting with chloroform
6. washThe resultant was washed twice with 10% hydrochloric acid
7. distillationfurther with water twice, and then chloroform was distilled off
8. distillationThe residue was distilled under reduced pressure (140° to 160° C./5 mmHg)