Reaktion #41543

Reaktionsgleichung

diisopropylethylamine

diphenylphosphoryl azide

3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoic acid

toluene

sodium bicarbonate

→

t-butyl (3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxy-phenyl)-carbamate

Lösungsmittel

2-methyl-2-propanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   Temperaturwas heated overnight
3. 3
   Temperaturunder reflux
4. 4
   TemperaturAfter cooled
5. 5
   Extraktionthis was extracted with ethyl acetate
6. 6
   Trocknendried with anhydrous magnesium sulfate
7. 7
   SonstigeThe solvent was evaporated away under reduced pressure
8. 8
   Sonstigethe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1)
9. 9
   Sonstigeto obtain the entitled compound as a colorless amorphous substance

Vorschrift

3.0 ml of diisopropylethylamine and 3.8 ml of diphenylphosphoryl azide were added in order to a solution of 5 g of 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoic acid in a mixture of 15 ml of toluene and 15 ml of 2-methyl-2-propanol, and the reaction liquid was heated overnight under reflux. After cooled, saturated saline and aqueous saturated sodium bicarbonate were added to the reaction liquid, and this was extracted with ethyl acetate, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1) to obtain the entitled compound as a colorless amorphous substance.

Quelle