HCID 86757662, Verbindung → HCID 57062265, Verbindung
Reaktionsgleichung
[C:1]1(/[CH:7]=[CH:8]/[CH2:9][C@H:10]([C@H:16]([OH:20])[CH2:17][CH2:18][CH3:19])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CCOC(C)=O.[Pd]>[C:1]1([CH2:7][CH2:8][CH2:9][C@H:10]([C@H:16]([OH:20])[CH2:17][CH2:18][CH3:19])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A solution of ethyl (2R,3R)-2-[(2E)-3-phenyl-2-propen-1-yl]-3-hydroxyhexanoate (1.76 g, 6.38 mmol) in 30 mL of EtOAc is treated with 200 mg of 10% palladium on carbon. The resulting suspension is repeatedly evacuated and purged with a hydrogen balloon, then stirred under 1 atmosphere pressure of hydrogen gas for 6 h. The catalyst is filtered and the filtrate is concentrated in vacuo to provide ethyl (2R,3R)-2-(3-phenyl-1-propyl)-3-hydroxyhexanoate as an oil (1.70 g, 96% yield).