Reaktion #1994223

Reaktionsgleichung

10-undecenoyl chloride

acetone

water

sodium azide

→

10-undecenoyl isocyanate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea completely homogeneous solution was prepared
2. 2
   workup.ADDITIONTo this was added dropwise in small portions a solution
3. 3
   Sonstigeprepared
4. 4
   workup.ADDITIONthis addition
5. 5
   Sonstigefrom 10 to 15° C
6. 6
   workup.STIRRINGStirring at around 12° C.
7. 7
   workup.ADDITIONafter the completion of addition
8. 8
   SonstigeThe solution was then transferred to a separatory funnel
9. 9
   Sonstigethe aqueous and organic layers were separated
10. 10
    workup.ADDITIONThe organic layer was slowly added to 500 mL of toluene
11. 11
    Sonstigeheld at 60° C.
12. 12
    workup.STIRRINGby stirring for 3 hours in the temperature range from 50 to 60° C
13. 13
    workup.DISTILLATIONThe toluene was distilled off
14. 14
    workup.DISTILLATIONdistillation in vacuo

Vorschrift

150 g of purified water was added to 45.5 g of sodium azide and a completely homogeneous solution was prepared by stirring while cooling with ice water. To this was added dropwise in small portions a solution prepared by mixing 101.4 g of 10-undecenoyl chloride with 150 mL of acetone; this addition was carried out so as to keep the solution temperature in the range from 10 to 15° C. Stirring at around 12° C. was continued for 1 hour after the completion of addition. The solution was then transferred to a separatory funnel and the aqueous and organic layers were separated. The organic layer was slowly added to 500 mL of toluene held at 60° C., followed by stirring for 3 hours in the temperature range from 50 to 60° C. The toluene was distilled off and distillation in vacuo was thereafter carried out to obtain 73.2 g of 10-undecenoyl isocyanate.

Quelle