Hydrochloric Acid → 1-Phenylethanol, (R)-

Participants

Reaction Steps

After dissolving a mixed solution of 0.25 mmol of [Rh(COD)Cl]2, 0.0005 mmolof(4S,4'S)-2,2'-bis(o-diarylphosphinophenyl)-4,4, 5,5'-tetrahydro-4,4'-bi(1,3-oxazole) prepared in Example 1 and 1 mmol acetophenone in 1 ml of tetrahydrofuran, the solution was stirred for an hour at room temperatures. At 0 ° C., 1 mmol of acetophenone and 1.5 mmol of diphenylsilane were added to the mixture. After the reaction mixture was stirred for 7 hours at 0° C., 5 ml of methanol and 10 ml of 0.1 N HCl aqueous solution were added. After the organic layer was extracted with diethyl ether and dried (Na2SO4), solvent was removed by vacuum distillation. The remainder was purified by using a silica column chromatography to obtain an optically active secondary alcohol, (R)-1-phenyl ethyl alcohol.

Provenance & Evidence