Phenylethanolamine → HCID 23322157, compound

Participants

Reaction Steps

A mixture of 4-isopropylphenylacetone (2.64 g) and 2-hydroxy-2-phenylethanamine (2.05 g) were refluxed in benzene (70 ml) under Dean & Stark conditions for 4 h. The solvent was removed under reduced pressure, replaced with ethanol (100 ml) and the solution hydrogenated using Pt as catalyst. The filtered solution was evaporated and the residual oil chromatographed on Kieselgel 60 (150 g). Elution with 2% methanol-chloroform gave the title compound as an oil (3.92 g). Treatment of this with a methanolic solution of fumaric acid and recrystallisation of the solid from ethylacetate gave the title compound (58:42 mixture of diastereoisomers) as the hemi fumarate containing one mole of water, mp 55-57.

Provenance & Evidence