Reaktion #4212

Reaktionsgleichung

p-Toluenesulfonic acid

1,4-dihydro-4-oxo-2-[(hydroxy)(methoxy)methyl]-5-(phenylmethoxy)pyridine

(triphenylphosphoranylidene)acetic acid ethyl ester

→

title compound

(E)-3-[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinyl]-2-propenoic acid, ethyl ester

triphenylphosphine oxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA clear dark solution was formed
2. 2
   SonstigeEvaporation of the solvent in vacuo

Vorschrift

p-Toluenesulfonic acid (0.5 g), 6.26 g of 1,4-dihydro-4-oxo-2-[(hydroxy)(methoxy)methyl]-5-(phenylmethoxy)pyridine and 8.35 g of (triphenylphosphoranylidene)acetic acid ethyl ester were stirred for three hours at 70° C. A clear dark solution was formed. Evaporation of the solvent in vacuo yielded an oily residue of the title compound and triphenylphosphine oxide. This was dissolved in 30 ml of isopropanol. After standing overnight in a refrigerator, the resulting crystals were filtered off, washed with ether and recrystallized from isopropanol (yield: 5.72 g).

Quelle