Reaktion #54844

ord-cfd2dbc4a8cf4ccbac3d3082662dcfeb

Reaktionsgleichung

O=C(O)C#Cc1ccc(C2CCCCC2)c(Cl)c1
3-chloro-4-cyclohexylphenylpropiolic acid
c1ccc2ncccc2c1
quinoline
Clc1ccccc1C#CC1CCCCC1
3-chloro-4-cyclohexylethynylbenzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed thoroughly with dilute hydrochloric acid
  2. 2
    Waschenby washing with sodium bicarbonate (10%)
  3. 3
    Wascheneluted with N-hexane
  4. 4
    Sonstigeto give a fraction
  5. 5
    Sonstigefree of carbonyl absorption (I.R.)
  6. 6
    SonstigeRemoval of solvent

Vorschrift

3-chloro-4-cyclohexylphenylpropiolic acid (7.3 g.) is heated at 120°-124° for 5 hours in quinoline. The reaction product is diluted with water and washed thoroughly with dilute hydrochloric acid. This is followed by washing with sodium bicarbonate (10%). The material is passed through a short aluminum (H+) column, eluted with N-hexane to give a fraction free of carbonyl absorption (I.R.). Removal of solvent gives 3-chloro-4-cyclohexylethynylbenzene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04150148uspto-grants-1979_04