2-Furanacrylic acid → 3-(Oxolan-2-yl)propanoic acid

HRID 76267

Reaktionsgleichung

[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9]>CO.[Pd]>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][CH2:7][C:8]([OH:10])=[O:9]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

(E)-3-(Furan-2-yl)acrylic acid (10 g, 72.4 mmol) was treated with Pd/C (1 g) in MeOH (100 mL). The mixture was heated at 60° C. at 60 psi under H2 for 12 hrs. After filtering off the catalyst, the filtrate was concentrated to afford 9.8 g (93%) of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 1.42-1.56 (m, 1 H) 1.77-1.96 (m, 4 H) 1.93-2.07 (m, 1 H) 2.41-2.56 (m, 2 H) 3.71-3.79 (m, 1 H) 3.82-3.94 (m, 2 H); MS (DCI/NH4+) m/z 145 (M+H)+.

Aufarbeitung

filtrationAfter filtering off the catalyst
concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag: ord-750eb201c19d40f4957d2fadcbc9634f
Quelldatensatz: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08835475B2

Verknüpfte Notizen

Wird geladen…