Реакция #521904

Уравнение реакции

4-amino-3-methylphenol

2-hydroxyacetophenone

p-toluenesulfonic acid

→

4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenol

Растворители

water

toluene

water

water

Условия реакции

Обработка

1. 1
   Другоеdrying tube
2. 2
   ДругоеThe resulting reaction mixture
3. 3
   Другоеwas collected from the reaction
4. 4
   ТемператураAfter the stirring and refluxing period
5. 5
   Фильтрацияfiltered
6. 6
   workup.WAITleft
7. 7
   Другоеforming a solid material
8. 8
   ДругоеThe resulting solidified material was removed by filtration
9. 9
   Другоеrecrystallized from toluene

Методика

To a 1 liter round bottom flask equipped with a water collector, water condenser, magnetic stirrer and drying tube was added 12.32 grams (0.10 mole) of 4-amino-3-methylphenol, 14.30 grams (0.105 mole) of 2-hydroxyacetophenone, 0.6 grams (0.005 moles) of p-toluenesulfonic acid and 500 milliliters of toluene. The resulting reaction mixture was stirred and refluxed for 100 hours during which time water was collected from the reaction. After the stirring and refluxing period, the reaction mixture was cooled to room temperature, filtered and left standing for 50 hours forming a solid material. The resulting solidified material was removed by filtration and recrystallized from toluene to give 10.10 grams (0.042 moles) of 4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenol having a melting point of 144°-156° C.

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