Reaktion #162230

Reaktionsgleichung

6-(tert-butoxycarbonylamino)norbornane-2-carboxylic acid

trifluoroacetic acid

→

6-aminobicyclo[2.2.1]heptane-2-carboxylic acid

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe resulting product was dissolved in 2 mL TFA
3. 3
   workup.ADDITIONadded to a stirring 1N HCl in Et2O solution
4. 4
   Filtrationthe resulting precipitate was filtered
5. 5
   Waschenwashed with dry Et2O

Vorschrift

A solution of 6-(tert-butoxycarbonylamino)norbornane-2-carboxylic acid, 72g, in dichloromethane (5 mL) was treated with trifluoroacetic acid (5 mL) for 1 hour at room temperature. The solvent was evaporated under reduced pressure and the resulting product was dissolved in 2 mL TFA and added to a stirring 1N HCl in Et2O solution. After stirring the mixture for 0.5 hour, the resulting precipitate was filtered and washed with dry Et2O to give 6-aminobicyclo[2.2.1]heptane-2-carboxylic acid.

Quelle