反应详情

温度

50 °C

27 g (168.8 mM) of 2,3-dicyanohydroquinone and 22.2 g (337 mM) of 85%-potassium hydroxide were dissolved in a mixture solvent of 65 ml of methanol and 302 ml of dimethylformamide, followed by heating to 50° C. To the solution, 33.4 g (202.4 mM) of hexyl bromide were added dropwise in 25 minutes, followed by heating to 100° C. and stirring for 3 hours. The reaction mixture was poured into cold water and washed with ether. The water layer was acidified with 6N-hydrochloric acid to provide a pH value of 1, followed by precipitation of a crystal. The crystal was extracted with ether, and the ether layer was washed with 5%-sodium hydrogen-carbonate aqueous solution and further washed with water, followed by distilling-off of the solvent to obtain a crude product. The crude product was treated with activated carbon and recrystallized from methanol to obtain 13.1 g of 2,3-dicyano-4-hexyloxyphenol.

1. temperatureby heating to 100° C.
2. washwashed with ether
3. customto provide a pH value of 1
4. customfollowed by precipitation of a crystal
5. extractionThe crystal was extracted with ether
6. washthe ether layer was washed with 5%-sodium hydrogen-carbonate aqueous solution
7. washfurther washed with water
8. customto obtain a crude product
9. customrecrystallized from methanol