Acetophenone → 1-Phenylethanol, (S)-

Participants

Reaction Steps

Chiral hydrogenation of acetophenone was carried out (see formula (8) below). That is, a reaction was carried out in accordance with the procedures of Example 4 using the (R,RR)-ruthenium hydride complex (45.3 mg; 0.0425 mmol) synthesized in Example 1 and using acetophenone (102.1 g; 0.85 mol) as the substrate and 2-propanol (100 mL) as the solvent. However, the hydrogen pressure was set to 10 atmosphere, the reaction temperature was set to 22˜41° C., and the reaction time was set to 14 hours. As a result, (S)-1-phenylethanol was obtained at a conversion rate of 99.8%, isolation yield of 97% (100.7 g; 0.82 mol), and enantiomeric excess of 81%.

Provenance & Evidence