Reacción #54324

Ecuación de reacción

potassium

maleic anhydride

4-anilinophenol

4-anilinophenol

hydrochloric acid

potassium

→

4-Anilinophenyl hydrogen maleate

Disolventes

potassium tert.butoxide

water

tert.butyl alcohol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas prepared
2. 2
   Otroprepared
3. 3
   OtroThe organic layer was separated by extraction with benzene
4. 4
   LavadoThe extract was washed twice with water
5. 5
   Otroto evaporate
6. 6
   OtroThe residue was recrystallized twice from benzene yielding 1.3 grams of product which melted at 139°-142° C.

Procedimiento

4-Anilinophenyl hydrogen maleate was prepared by adding 10 grams of maleic anhydride to a solution of the potassium salt of 4-anilinophenol which was prepared by dissolving 18.5 grams of 4-anilinophenol in a solution of potassium tert.butoxide prepared by reacting 3.9 grams of potassium with 75 milliliters of tert.butyl alcohol. The reaction mixture was stirred for two hours at 65°-70° C. and was then poured into a solution of 12 milliliters of concentrated hydrochloric acid in 138 milliliters of water. The organic layer was separated by extraction with benzene. The extract was washed twice with water and then allowed to evaporate. The residue was recrystallized twice from benzene yielding 1.3 grams of product which melted at 139°-142° C.

Fuente