Reaktion #1816449

Reaktionsgleichung

thiophosgene

DL-2-amino-1-hexanol

triethylamine

→

4-butyloxazolidine-2-thione

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated under reduced pressure
2. 2
   Sonstigethe residue partitioned between water and diethyl ether
3. 3
   ExtraktionThe ether extract
4. 4
   Trocknenwas dried with sodium sulphate
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in the minimum of hot 1:1 dimethylether-hexane
8. 8
   Sonstigecrystallised
9. 9
   Temperaturon cooling

Vorschrift

To a stirred cold solution of DL-2-amino-1-hexanol (1.1 ml) in dry THF (10 ml) was added triethylamine (2.8 ml) followed by dropwise addition of thiophosgene (0.81 ml) in dry THF (9 ml). The mixture was then stirred for 18 h at 20° C., evaporated under reduced pressure and the residue partitioned between water and diethyl ether. The ether extract was dried with sodium sulphate filtered and evaporated. The residue was dissolved in the minimum of hot 1:1 dimethylether-hexane and crystallised on cooling to give 4-butyloxazolidine-2-thione, mp 71-2°.

Quelle