Acetaldehyde → HCID 21547135, compound

Participants

Reaction Steps

4-(3-Chloro-4-cyclohexyl-phenyl)-2-pentanol was prepared analogous to Example 64 from a Grignard reagent, prepared from 91.55 gm (0.29 mol) of 1-bromo-2-(3-chloro-4-cyclohexyl-phenyl)-propane and 7.08 gm (0.291 mol) of magnesium, and 14.2 gm (0.32 mol) of acetaldehyde, followed by reduction with sodium borohydride. The above compound was obtained as a mixture of the two possible pairs of diastereomeric isomers. The colorless oil (39.5 gm; 48% of theory) was not sufficiently heat-stable for distillation, and therefore had to be chromatographically purified (silicagel; benzene as the eluant).

Provenance & Evidence