Benzyl 10-cyano-2-cyclopentyldecanoate → 10-Cyano-2-cyclopentyldecanoic acid
Reaktionsgleichung
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)[C:12]([O:14]CC1C=CC=CC=1)=[O:13])#[N:2]>[Pd].CO>[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)[C:12]([OH:14])=[O:13])#[N:2]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of the cyanoester from step 3 (2.89 g, 8 mmol) and 10%, Pd-C (0.6 g, DeGussa, H2O content 50%) in anhyd MeOH (35 mL) was hydrogenated for 2 h (42-26 psi). The reaction mixture was filtered through a Celite® pad and concentrated to a colorless oil (2.02 g). 1H NMR (300 MHz, CDCl3) δ2.35(t, 8 Hz, 2H), 2.20 (m, 1H), 2.00(m, 1H), 1.3-1.9 (m, 22H).