Reacción #1994256

Ecuación de reacción

LiAlH4

acridine

sodium bicarbonate

→

9,10-dihydroacridine

Rendimiento 82.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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%).

Fuente