反应详情

温度

120 °C

In a 300 ml-reaction vessel, 35.0 g (2.19×10-1M) of 2,5-dicyanohydroquinone, 23.8 g (1.44×10-1M) of n-hexylbromide, 20.0 g (1.45×10-1M) of potassium carbonate and 180 ml of DMF were placed, followed by stirring for 3 hours at 120° C. After the reaction, the reaction mixture was cooled and poured into 500 ml of 4N-hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water and dried with anhydrous magnesium sulfate, followed by distilling-off of the solvent. The resultant residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to obtain 17.6 g of a crude product. The crude product was dissolved in ethanol and treated with activated carbon, followed by recrystallization from ethanol to obtain 8.2 g of 4-hexyloxy-2,5-dicyanophenol (Yield: 22.9%).

1. customAfter the reaction
2. temperaturethe reaction mixture was cooled
3. extractionfollowed by extraction with ethyl acetate
4. washThe organic layer was washed with water
5. dry with materialdried with anhydrous magnesium sulfate
6. customThe resultant residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1)
7. customto obtain 17.6 g of a crude product
8. additiontreated with activated carbon
9. customfollowed by recrystallization from ethanol