Reaktion #1994256
ord-4386054303d14f48a0b1050cf84468e6
Reaktionsgleichung
LiAlH4
acridine
sodium bicarbonate
→
9,10-dihydroacridine
Ausbeute 82.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Extraktionextracted with methylene chloride
- 2workup.DISTILLATIONdistilled water
- 3TrocknenThe extracted layer was dried with sodium sulfate so as to filtrate
- 4Einengenconcentrate an organic solvent
Vorschrift
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%).