Réaction #487519

Équation de réaction

ammonia

racemic 4-(7-coumarinyloxy)-1,2-epoxybutane

→

amine

Rendement 50.0%

1-Amino-4-(7-coumarinyloxy)-2-butanol

Rendement 50.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Autrethe solvent is evaporated
2. 2
   workup.ADDITIONthe residue is diluted in ethyl acetate
3. 3
   Lavageit is washed with an NaCl-saturated solution

Mode opératoire

5 ml of 30% aqueous ammonia and Gd (OTf3) (0.039 g, 0.065 mmol) are added to a solution of racemic 4-(7-coumarinyloxy)-1,2-epoxybutane (0.150 g, 0.65 mmol) in 2 ml of ethanol. It is heated at 65° C. for 15 hours, the solvent is evaporated, the residue is diluted in ethyl acetate, and it is washed with an NaCl-saturated solution. The residue provides the crude amine (0.081 g, yield 50%) that is used without purification for the next stage.

Source