2-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol → N-(2-(4-Carbomethoxyphenyl)-1-methylethyl)-2-hydroxy-2-(3-trifluoromethylphenyl) ethanamine

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Reaction Steps

A mixture of 1-(4-carbomethoxyphenyl)propan-2-one (2.25 g) and 2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine (2.4 g) in benzene (100 ml) was refluxed under Dean & Stark conditions for 2 hours. The resulting adduct was reduced with sodium borohydride and the product was isolated as in part 1). Crystallisation from ether gave the title compound m.p. 73°-88° as a 50:50 mixture of diastereoisomers. Recrystallisation of this mixture from ethyl acetate gave a sample m.p. 82°-85°, predominantly the RS,SR diastereoisomer (12:88).

Provenance & Evidence