Reaktion #565171

ord-8054153e941c41d996c82affd49a84ee

Reaktionsgleichung

O=Cc1ccc(C2CCCc3cncn32)cc1
5-(p-formylphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine
[N-]=[N+]=N
hydrazoic acid
O=S(=O)(O)O
sulfuric acid
N#Cc1ccc(C2CCCc3cncn32)cc1
title compound
N#Cc1ccc(C2CCCc3cncn32)cc1
5-(p-Cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]-pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONis added dropwise
  2. 2
    SonstigeThe organic phase is separated
  3. 3
    Trocknendried over sodium sulfate
  4. 4
    Sonstigeevaporated
  5. 5
    Sonstigeto yield an oil which
  6. 6
    Sonstigeis chromatographed on silica gel with ethyl acetate

Vorschrift

A solution of 2.01 g of 5-(p-formylphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine and 0.96 g of hydrazoic acid in 30 ml benzene is maintained by external cooling at room temperature, while 0.8 ml of concentrated sulfuric acid is added dropwise. The reaction mixture is stirred for 2 h and neutralized. The organic phase is separated, dried over sodium sulfate and evaporated to yield an oil which is chromatographed on silica gel with ethyl acetate to yield the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04889861uspto-grants-1989_12