Reaktion #161504

ord-8ddc605a43cf463c8d6ff70afede25ae

Reaktionsgleichung

CCOC([O-])[O-]
ethyl orthoformate
CC/C=C/C=C\CC/C=C\CCCl
(Z,Z,E)-1-chloro-3,7,9-dodecatriene
CC/C=C/C=C\CC/C=C\CCCCCCl
(Z,Z,E)-1-chloro-6,10,12-pentadecatriene
CC/C=C/C=C\CC/C=C\CCO
(Z,Z,E)-3,7,9-dodecatrien-1-ol
CC/C=C/C=C\CC/C=C\CCCl
(Z,Z,E)-1-chloro-3,7,9-dodecatriene
ClCCCBr
1-bromo-3-chloropropane
CC/C=C/C=C\CC/C=C\CCCCCCl
(Z,Z,E)-1-chloro-6,10,12-pentadecatriene
CC/C=C/C=C\CC/C=C\CCCCCC=O
(Z,Z,E)-7,11,13-hexadecatrienal
CC/C=C/C=C\CC/C=C\CCCCCC(OCC)OCC
(Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeIn another aspect of the invention, there is also provided a method
  2. 2
    SonstigeIn a further aspect of the invention, there is also provided a method

Vorschrift

In one aspect of the invention, there is provided (Z,Z,E)-1-chloro-6,10,12-pentadecatriene. In another aspect of the invention, there is also provided a method for preparing (Z,Z,E)-1-chloro-6,10,12-pentadecatriene comprising a step of chlorinating (Z,Z,E)-3,7,9-dodecatrien-1-ol into (Z,Z,E)-1-chloro-3,7,9-dodecatriene and a step of reacting a Grignard reagent into which the (Z,Z,E)-1-chloro-3,7,9-dodecatriene is converted with 1-bromo-3-chloropropane. In a further aspect of the invention, there is also provided a method for preparing (Z,Z,E)-7,11,13-hexadecatrienal comprising a step of reacting a Grignard reagent into which (Z,Z,E)-1-chloro-6,10,12-pentadecatriene is converted with ethyl orthoformate to obtain (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene, and a step of treating the (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene with an acid to obtain (Z,Z,E)-7,11,13-hexadecatrienal.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08829255B1uspto-grants-2014_09