2-Amino-1-(3-chlorophenyl)ethan-1-ol → HCID 44522672, compound

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Reaction Steps

This was prepared in an identical manner to the compound described in Example 1 using 2-hydroxy-2-(3-chlorophenyl) ethanamine (1.71 g) and 4-{(E)-2-carbomethoxyethenyl}phenylbutan-2-one (2.32 g). Elution with 1% methanolchloroform on Kieselgel 60 gave the title compound (0.86 g), m.p. 87°-89° C. (hexane) as a 50:50 mixture of diastereoisomers. τ(CDCl3), 8.9 (3H, d, J=6 Hz), 8.15-8.55 (2H, m), 6.9-7.7 (7H, m, 2H disappears with D2O), 6.3 (3H, s), 5.45 (1H, m), 3.65 (1H, d, J=16 Hz), 2.55-2.9 (8H, m), 2.4 (1H, d, J=16 Hz).

Provenance & Evidence