Reaktion #82250

ord-7a4e08dd84454fa79158970f9d71be34

Reaktionsgleichung

COc1ccc2c(c1)CCC(=O)C2
6-methoxy-2-tetralone
CCO
ethanol
CCOC([O-])[O-]
ethyl orthoformate
CCOC1=Cc2ccc(OC)cc2CC1
3,4-dihydro-2-ethoxy-6-methoxynaphthalene

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture2thus prepared
  2. 2
    workup.DISTILLATIONAfter distilling off the solvent under a reduced pressure
  3. 3
    Einengenconcentrated
  4. 4
    Sonstigeto collect
  5. 5
    Sonstigeprecipitated crystals

Vorschrift

33.5 g of 6-methoxy-2-tetralone was dissolved in 27.6 ml of ethanol, followed by subsequently adding 37.8 ml of ethyl orthoformate and one drop of concentrated sulfuric acid. The mixture2thus prepared was stirred at 100° C. for 4 hours. After distilling off the solvent under a reduced pressure, the resulting residue was subjected to silica gel column chromatography using chloroform as an eluant. Fractions of interest were pooled and concentrated to collect precipitated crystals, thereby obtaining 5.82 g of 3,4-dihydro-2-ethoxy-6-methoxynaphthalene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05620991uspto-grants-1997_04