تفاعل #2460283

ord-ac43f60605ce42b3bb4de7569832798a

معادلة التفاعل

COc1ccc(N2C(=O)C(=O)c3ccccc32)cc1
N-(4-methoxyphenyl)isatin
[K+].[OH-]
potassium hydroxide
COc1ccc2nc3ccccc3c(C(=O)O)c2c1
2-Methoxy-acridine-9-carboxylic acid

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed under a nitrogen atmosphere
  2. 2
    ترشيحthe reaction was filtered while still hot
  3. 3
    workup.ADDITIONThe filtrate was diluted with water (˜150 ml) and ice
  4. 4
    ترشيحwas collected by filtration
  5. 5
    غسيلThe precipitate was rinsed with cold water and ether
  6. 6
    أخرىair-dried
  7. 7
    أخرىThe dried residue was then transferred to a round-bottom flask with the aid of methanol
  8. 8
    أخرىthe partial solution was evaporated to dryness
  9. 9
    أخرىThe resulting residue was evaporated to dryness from toluene twice
  10. 10
    أخرىA yellowish-brown powder was recovered in 1.15 g
  11. 11
    أخرىa clean reaction
  12. 12
    أخرىsuch for the next reaction

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07459284B2uspto-grants-2008_12