Dabco → 2-{[5-(Benzyloxycarbonyl)furan-2-yl](hydroxy)methyl}prop-2-enoic acid tert-butyl ester

HRID 332612

Reaktionsgleichung

Reaktionsgleichung von HRID 332612
[CH2:1]([O:8][C:9]([C:11]1[O:12][C:13]([CH:16]=[O:17])=[CH:14][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]([O:22][C:23](=[O:26])[CH:24]=[CH2:25])([CH3:21])([CH3:20])[CH3:19].N12CCN(CC1)CC2>>[C:18]([O:22][C:23](=[O:26])[C:24]([CH:16]([C:13]1[O:12][C:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])=[CH:15][CH:14]=1)[OH:17])=[CH2:25])([CH3:21])([CH3:20])[CH3:19]

Komponenten

4

Edukt 3

HCID 9237DabcoHCID 15458tert-Butyl acrylateHCID 600347885-Formyl-2-furancarboxylic acid benzyl ester

Produkt 1

HCID 866733232-{[5-(Benzyloxycarbonyl)furan-2-yl](hydroxy)methyl}prop-2-enoic acid tert-butyl ester

Versuchsvorschrift

5-Formyl-2-furancarboxylic acid benzyl ester (0.2 g, 0.87 mmol), acrylic acid tert-butyl ester (0.52 mL), and 1,4-diazabicyclo[2.2.2]octane (20 mg, 0.18 mmol) were mixed, and the mixture was stirred for 4 days. Excess acrylic acid tert-butyl ester was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound (0.26 g).

Aufarbeitung

  1. customExcess acrylic acid tert-butyl ester was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4f8877173bcb4ee4b97b3b3b6e9237e9
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877805B2

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