Reaktion #610523

ord-d57491d4334047e29a36b0581f8e6a68

Reaktionsgleichung

O=c1ccc2ccccc2o1
Coumarin
CCCCCCN
n-hexylamine
C1CCC2=NCCCN2CC1
DBU
Nc1cc2ccccc2oc1=O
coumarin monoamine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONmixed in bulk
  2. 2
    SonstigeThe mixture was reacted in an oven
  3. 3
    SonstigeThe resultant crude mixture was separated by preparative Thin Layer Chromatography (TLC) (eluent: ethylacetate/n-hexane=1/4 (vol./vol.))

Vorschrift

Coumarin (0.3775 g, 2.583 mmol), 2.0 equimolar of n-hexylamine (0.5324 g, 5.261 mmol) and 0.1 equimolar of DBU (0.0418 g, 0.275 mmol) were added and mixed in bulk. The mixture was reacted in an oven and kept at 50° C. for 10 days. The resultant crude mixture was separated by preparative Thin Layer Chromatography (TLC) (eluent: ethylacetate/n-hexane=1/4 (vol./vol.)) to give corresponding coumarin monoamine (1:2) adduct (0.8287 g, 2.378 mmol, yield=92%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09334426B2uspto-grants-2016_05