반응 #1994256

ord-4386054303d14f48a0b1050cf84468e6

반응 방정식

[Al+3].[H-].[H-].[H-].[H-].[Li+]
LiAlH4
c1ccc2nc3ccccc3cc2c1
acridine
O=C([O-])O.[Na+]
sodium bicarbonate
c1ccc2c(c1)Cc1ccccc1N2
9,10-dihydroacridine
수율 82.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08597802B2uspto-grants-2013_12