Reaktion #304609

ord-99671a6d4e1c40538f60cbc2acc091cd

Reaktionsgleichung

CCOC(C)=O
EtOAc
O=C([O-])[O-].[K+].[K+]
K2CO3
COCOc1ccc(C=O)c(O)c1
2-hydroxy-4-(methoxymethoxy)benzaldehyde
CC(=O)C(C)C
3-methyl 2-butanal
COCOc1ccc2c(c1)OC(C)(C)C(C=O)=C2
7-(methoxymethoxy)-2,2-dimethyl-2H-chromene-3-carbaldehyde

Lösungsmittel

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe insoluble materials were removed by filtration through celite
  2. 2
    Einengenthe filtrate was concentrated under reduced pressure
  3. 3
    SonstigeThe residue was purified by silica gel column chromatography (automatic purification device, hexane:EtOAc=95:5 to 70:30)

Vorschrift

K2CO3 (835 mg) was suspended in dioxane (40 mL), and 2-hydroxy-4-(methoxymethoxy)benzaldehyde (1 g) and 3-methyl 2-butanal (0.787 mL) were added thereto, followed by stirring at 110° C. overnight. EtOAc was added thereto, the insoluble materials were removed by filtration through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (automatic purification device, hexane:EtOAc=95:5 to 70:30) to obtain 7-(methoxymethoxy)-2,2-dimethyl-2H-chromene-3-carbaldehyde (320 mg) as a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08193378B2uspto-grants-2012_06