Reaktion #74293

Reaktionsgleichung

DMRIE

chloroform

→

CHCl3 MeOH NH4OH H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 3 mL 1N HCl
2. 2
   TrocknenThe organic phase was dried with MgSO4
3. 3
   Filtrationfiltered into a reaction vessel
4. 4
   SonstigeThe solution was placed in an ice-water bath
5. 5
   workup.ADDITIONN-hydrosuccinimide (82 mg) then dicyclohexylcarbodiimide (1.3 mL of a 0.5 M solution in dichloromethane) were added
6. 6
   Temperaturwith warming for 8 hours
7. 7
   workup.ADDITIONAt this time propyl amine (40 mg) was added as a neat liquid
8. 8
   workup.STIRRINGto stir at room temperature overnight
9. 9
   FiltrationThe reaction was filtered
10. 10
    Sonstigeevaporated

Vorschrift

DMRIE-Ox (300 mg) was dissolved in 7 mL chloroform and washed with 3 mL 1N HCl. The organic phase was dried with MgSO4, then filtered into a reaction vessel. The solution was placed in an ice-water bath and N-hydrosuccinimide (82 mg) then dicyclohexylcarbodiimide (1.3 mL of a 0.5 M solution in dichloromethane) were added and the reaction was allowed to stir with warming for 8 hours. At this time propyl amine (40 mg) was added as a neat liquid and the reaction allowed to stir at room temperature overnight. The reaction was filtered, then evaporated. Chromatography of the filtrate residue through silica gel with CHCl3:MeOH:NH4OH:H2O (90:10:0.25:0.25) afforded pure product.

Quelle