Reaktion #11958

Reaktionsgleichung

hydrochloric acid

4-aminomethylbenzoic acid

Benzylchloroformate

→

title compound

4-(N-Cbz aminomethyl)benzoic acid

Lösungsmittel

sodium hydroxide

—

aqueous solution

sodium hydroxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONsimultaneously added
2. 2
   Filtrationthe deposited precipitate was collected by filtration through glass
3. 3
   Filtrationfilter G4
4. 4
   WaschenThe precipitate was washed with water and hexane
5. 5
   Sonstigedried under reduced pressure

Vorschrift

Commercially available 4-aminomethylbenzoic acid (5 g) was dissolved in 1 mol/l aqueous solution of sodium hydroxide (33 ml). Benzylchloroformate (5.2 ml) and 1 mol/l aqueous solution sodium hydroxide (40 ml) were gradually and simultaneously added while stirring at room temperature. After 3 hours, 1 mol/l hydrochloric acid was added to the reaction solution to adjust the pH to 3, and the deposited precipitate was collected by filtration through glass filter G4. The precipitate was washed with water and hexane, and dried under reduced pressure to obtain the title compound (8.162 g) as a white solid.

Quelle