Potassium Carbonate → 2-Benzyloxy-5-(2-[Benzyl-6-(N-Methylanilino)-2-Hexylamino]-1-Hydroxyethyl)Benzamide

Participants

Reaction Steps

To N-(5-benzylaminohexyl)-N-methylaniline (3.06 g= 10 mmol) and 3.48 g (10 mmol) 2-benzyloxy-5-(bromoacetyl)benzamide in 35 ml dimethylformamide, add 2.70 g (20 mmol) K2CO3. Stir 20 hrs. and pour into 150 ml water. Allow the gum to settle, decant, and dissolve the gum in ether. Extract with 1.0 N HCl, and then neutralize into NaHCO3 and extract with EtOAc. Dry, concentrate, and dissolve the oil in 50 ml ethanol. Add 0.3 g (8 mmol) NaBH4, stir 20 hrs., and concentrate. Partition between EtOAc and 1.0 N NaHCO3. Dry and concentrate to give a yellow foam.

Provenance & Evidence