Oxygen → (S)-2-methyl-3-phenylpropan-1-ol

Participants

Reaction Steps

In a glove box (O2 content<1 ppm), a catalyst solution is prepared by dissolving 9.15 mg (0.0186 mmol) of dichloro-bis(1,5-cyclooctadiene)dirhodium and 25.18 mg (0.0371 mmol) of (R)-p-TolBINAP in 50 ml of toluene. This catalyst solution is then added to a solution of 5.5 g (37.1 mmol) of (E)-2-methyl-3-phenyl-2-propen-1-ol in 35 ml of toluene in a 500 ml autoclave. The hydrogenation is carried out at 100° C. under a constant pressure of 60 bar and with efficient stirring. The conversion is 100% after 22 hours. The pale yellow hydrogenation solution is worked up as described in Example 2, giving (S)-2-methyl-3-phenylpropan-1-ol in an enantiomeric purity of 89.1% e.e.

Provenance & Evidence