Reaktion #1131939

Reaktionsgleichung

azide

2-(azidomethyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-thiazole

Ph3P

water

→

title compound

(5-(2-Methyl-[1,3]dioxolan-2-yl)thiazol-2-yl)methanamine

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled down to rt
2. 2
   Filtrationfiltered
3. 3
   Sonstigepartitioned between EA and sat. aq. NaHCO3
4. 4
   SonstigeThe layers were separated
5. 5
   Extraktionthe aq. layer extracted with EA
6. 6
   Trocknenextracts were dried over MgSO4
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of the crude azide (565 mg, 2.50 mmol) in THF (12 mL) were added polymer-supported Ph3P (2.0 eq.) and water (4 mL). The reaction mixture was stirred at 60° C. until completion of the reaction, cooled down to rt, filtered and partitioned between EA and sat. aq. NaHCO3. The layers were separated and the aq. layer extracted with EA. The combined org. extracts were dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound as a brown oil after purification by FC (CH2Cl2-MeOH 1:0 to 9:1). LC-MS-conditions 01: tR=0.38 min; [M+H]+=200.96.

Quelle