Reaktion #350101

Reaktionsgleichung

chloride

4-(hexadecylamino)benzoic acid

water chloroform

sodium carbonate

→

N-carbobenzyloxy-4-(hexadecylamino)benzoyl chloride

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo the vigorously stirred solution is added 10 g
2. 2
   Sonstigethe layers are separated
3. 3
   Waschenwashed three times with 1N hydrochloric acid
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated to an oil
6. 6
   workup.DISSOLUTIONThe oil is dissolved in 300 ml
7. 7
   workup.ADDITIONtoluene, treated with 15 ml
8. 8
   Temperaturof thionyl chloride, and the solution is refluxed for 5 hours
9. 9
   SonstigeThe solvents are evaporated
10. 10
    workup.DISSOLUTIONthe residue is dissolved three times in toluene evaporating each time
11. 11
    Sonstigeto yield a viscous, orange oil

Vorschrift

To 15 g. of 4-(hexadecylamino)benzoic acid in 200 ml. water chloroform is added 15 g. sodium carbonate in 150 ml. water. To the vigorously stirred solution is added 10 g. carbobenzoyl chloride. After 2 hours stirring at 40° C., the layers are separated, washed three times with 1N hydrochloric acid, dried, and evaporated to an oil. The oil is dissolved in 300 ml. toluene, treated with 15 ml. of thionyl chloride, and the solution is refluxed for 5 hours. The solvents are evaporated and the residue is dissolved three times in toluene evaporating each time to yield a viscous, orange oil.

Quelle