Isopropyl Acetate → (2R)-2-(hydroxymethyl)hexanoic Acid
Reaktionsgleichung
C[C@@H]([NH3+])C1C=CC=CC=1.[CH2:10]([C@H:14]([CH2:18][OH:19])[C:15]([O-:17])=[O:16])[CH2:11][CH2:12][CH3:13].C(OC(C)C)(=O)C>Cl>[CH2:10]([C@H:14]([CH2:18][OH:19])[C:15]([OH:17])=[O:16])[CH2:11][CH2:12][CH3:13]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
(R)-2-Butyl-3-hydroxypropionic acid (R)-α-methylbenzylammonium salt (5, 10.0 g) is dissolved in 2 N HCl (40.0 mL) and isopropyl acetate (50.0 mL) is added to the mixture. After mixing for 5 min, the organic layer is separated and the aqueous layer is extracted with isopropyl acetate (3×50.0 mL). The combined organic layers are washed with water (20.0 mL) and concentrated under vacuum (20 mbar) until no further solvent distills to afford (R)-2-butyl-3-hydroxypropionic acid (1, 5.4 g, 98%); oil; [α]D+6.5 (c=1.0, CH3OH), (R):(S)=99.3:0.7.