Water → HCID 54235050, compound

Participants

Reaction Steps

Dissolve 3.0 g (9 mmol) of 3-[ethyl(heptyl)amino]-N-(2-phenylethyl)butanamide in 50 mL of anhydrous tetrahydrofuran. Add this solution dropwise to a suspension of 0.68 g (18 mmol) of lithium aluminum hydride in 20 mL of anhydrous tetrahydrofuran under a nitrogen atmosphere. After the addition is complete heat the reaction mixture to reflux. Follow the progress of the reaction by thin layer chromatography on silica gel. At the completion of the reaction add successively dropwise 0.7 mL of water, 0.7 mL of 15% aqueous sodium hydroxide solution and 2.1 mL of water. Filter the resulting solids and wash with 20 mL of tetrahydrofuran. Evaporate the solvent in vacuo and dissolve the residue in 100 mL of methylene chloride. Wash the methylene chloride solution with 20 mL of water and 20 mL of saturated sodium chloride solution then dry over anhydrous sodium sulfate. Remove the drying agent and evaporate the solvent to obtain the title compound.

Provenance & Evidence