HCID 7269394, Verbindung → Ethyl 3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propanoate

HRID 1361912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1361912
[CH3:1][C:2]1([CH3:14])[O:6][C@H:5](/[CH:7]=[CH:8]/[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:4][O:3]1>[Pd].CO>[CH3:1][C:2]1([CH3:14])[O:6][C@H:5]([CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:4][O:3]1

Komponenten

4

Edukt 1

HCID 7269394HCID 7269394, Verbindung

Produkt 1

HCID 22831642Ethyl 3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a methanol (200 mL) solution of ethyl (2E)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (15.3 g, 76.7 mmol) was added 10% palladium on carbon (1.5 g). The reaction mixture was stirred under an atmosphere of hydrogen overnight. The catalyst was removed by filtration, and the solvent was removed in vacuo. Chromatography over silica afforded the title compound. 1H NMR (400 MHz, CDCl3): δ 4.05-4.15 (m, 2H), 4.02-4.04 (m, 2H), 3.52-3.55 (m, 1H), 2.30-2.47 (m, 2H), 1.83-1.90 (m, 2H), 1.33 (s, 3H), 1.26 (s, 3H), 1.21 (t, J=6.8 Hz, 3H).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-abb701668b8f438ea180783a7c4649c6
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880014B2

Notizen zur Reaktion

Wird geladen…