Reaction #657273

Reaction equation

2-Amino propanoic acid

p-toluenesulphonic acid

Benzyl alcohol

water

→

2-amino propanoic acid benzyl ester

Solvents

toluene

dichloromethane

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureunder reflux for 2 h
3. 3
   OtherThe product was purified by flash chromatography

Procedure

4.45 g (50 mMol) 2-Amino propanoic acid were added to 9.7 (51 mMol) p-toluenesulphonic acid and 20 ml (193 mMol) Benzyl alcohol in 10 ml toluene. The reaction mixture was heated under reflux for 2 h using a water separator. 30 ml dichloromethane was added to the cooled reaction mixture. The product was purified by flash chromatography using CH2Cl2:CH3OH 50:1.

Source