Реакция #2460283

Уравнение реакции

N-(4-methoxyphenyl)isatin

potassium hydroxide

→

2-Methoxy-acridine-9-carboxylic acid

Условия реакции

Обработка

1. 1
   Температураrefluxed under a nitrogen atmosphere
2. 2
   Фильтрацияthe reaction was filtered while still hot
3. 3
   workup.ADDITIONThe filtrate was diluted with water (˜150 ml) and ice
4. 4
   Фильтрацияwas collected by filtration
5. 5
   ПромывкаThe precipitate was rinsed with cold water and ether
6. 6
   Другоеair-dried
7. 7
   ДругоеThe dried residue was then transferred to a round-bottom flask with the aid of methanol
8. 8
   Другоеthe partial solution was evaporated to dryness
9. 9
   ДругоеThe resulting residue was evaporated to dryness from toluene twice
10. 10
    ДругоеA yellowish-brown powder was recovered in 1.15 g
11. 11
    Другоеa clean reaction
12. 12
    Другоеsuch for the next reaction

Методика

The crude N-(4-methoxyphenyl)isatin from the above was suspended in 10% aqueous potassium hydroxide (150 ml) and refluxed under a nitrogen atmosphere. After 4 hours, the reflux was stopped and the reaction was filtered while still hot. The filtrate was diluted with water (˜150 ml) and ice. This solution was then acidified with concentrated hydrochloric acid. A yellow precipitate appeared which was collected by filtration. The precipitate was rinsed with cold water and ether and then air-dried. The dried residue was then transferred to a round-bottom flask with the aid of methanol and the partial solution was evaporated to dryness. The resulting residue was evaporated to dryness from toluene twice. A yellowish-brown powder was recovered in 1.15 g. TLC (1:4, methanol:chloroform) indicated a clean reaction; Rf (product)=0.14. This material was used as such for the next reaction.

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