1-Phenyl-1-propanone → 1-Phenyl-1-propanol

Participants

Reaction Steps

24.4 mg (4×10-5 moles) of [Ir(PPEI)COD]+ClO4- (-) suspended in 100 ml of isopropanol were oxidized with air for 4 hours. The resulting yellow solution was degasified for 20 minutes at reflux in a nitrogen stream and treated with 1.94 ml of an isopropanol solution of KOH (4 mg of KOH). After a 30-minute reduction in a nitrogen stream, 5.3 ml of deaerated propiophenone were added. After a 240-minute reaction, a conversion to phenylpropanol (-) of 98.5% with an e.e. of 25.07% was obtained. The polarimetric determination was effected on the hydrogenation product distilled at reduced pressure. Ratios:

Provenance & Evidence