Réaction #1994256

Équation de réaction

LiAlH4

acridine

sodium bicarbonate

→

9,10-dihydroacridine

Rendement 82.0%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Extractionextracted with methylene chloride
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   SéchageThe extracted layer was dried with sodium sulfate so as to filtrate
4. 4
   Concentrationconcentrate an organic solvent

Mode opératoire

Under a nitrogen atmosphere, acridine (17.19 g, 95.92 mmol) and THF (300 ml) were introduced into a round-bottom flask. At 0° C., LiAlH4 (14.56 g, 383.66 mmol) was slowly added in halves twice thereto, followed by stirring at room temperature for 4 hours. At 0° C., the resultant product was slowly added with a sodium bicarbonate solution, and then extracted with methylene chloride and distilled water. The extracted layer was dried with sodium sulfate so as to filtrate and concentrate an organic solvent. Then, the resultant product was columned by methylene chloride and hexane (n-Hexane:MC=8:2) so as to obtain a required compound, 9,10-dihydroacridine (white solid, 14 g, 82%).

Source