反应详情

Ruthenium-catalyzed hydrogenation. -- A catalyst solution was prepared in a glove box (O2 content <1 ppm) by dissolving 0.418 g (0.544 mmol) of Ru(OAc)2 [(R)-BlPHEMP] in 100 ml of methanol and stirring at RT for 10 minutes. Then, 211.2 g (1.0875 mol) of 2-(p-fluorophenyl)-3-methylcrotonic acid and 700 ml of methanol were placed in a 2 l autoclave and the catalyst solution prepared above was added. The autoclave was sealed and the hydrogenation was carried out while stirring at 10° and under a pressure of 150-180 bar. The conversion was 100% after 24 hours. The hydrogenation solution was evaporated at 50°/200 mbar and the residue was distilled at 108-110°/ 0.01 mbar. There were obtained 208.1 g (97.5%) of (S)-2-(p-fluorophenyl)-3-methylbutyric acid as a colorless oil which solidified at RT; m.p. 53-56°; 96.6% ee.

1. customthe catalyst solution prepared
2. additionabove was added
3. customThe autoclave was sealed
4. stirringwhile stirring at 10° and under a pressure of 150-180 bar
5. customafter 24 hours
6. customThe hydrogenation solution was evaporated at 50°/200 mbar
7. distillationthe residue was distilled at 108-110°/ 0.01 mbar