Hydrochloric Acid → 1-Phenylethanol, (S)-

Temperature

60 °C

To the catalyst solution was added a degassed 0.1M solution of KOH in 2-propanol, followed by a solution of acetophenone in 2-propanol. The mixture was warmed to 60° C. and stirred at ambient temperature under nitrogen for 1 h, then worked up by neutralising with dilute hydrochloric acid and concentrating by vacuum distillation. The residue was diluted with ethyl acetate and washed with an equal volume of saturated aqueous sodium chloride. The organic layer was separated, dried over magnesium sulphate, separated from the solid and freed of solvent to give crude (S)-1-phenylethanol (0.9 g). Yield 43%, ee 80%. The turnover number, integrated over 1 h, was 410 h−1.

1. concentrationconcentrating by vacuum distillation
2. additionThe residue was diluted with ethyl acetate
3. washwashed with an equal volume of saturated aqueous sodium chloride
4. customThe organic layer was separated
5. dry with materialdried over magnesium sulphate
6. customseparated from the solid and freed of solvent

ORD record

ord-fa2a13ec1732436ea3f5d381a2452fac

Source dataset

uspto-grants-2003_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06545188B2