Acetic Anhydride → 1-Phenyl-2-acetoxy-cyclohex-3-ene-1-carboxylic acid-ethyl-ester

Participants

Reaction Steps

1 mole (170 g) of ethyl atropate, 210 g of crotonaldehyde, 150 g of anhydrous sodium acetate and 0.6 l of acetanhydride are heated to boiling for 6 h. while stirring. Subsequently the main amount of the liquid phase is distilled off under vacuum, and the residue is extracted with 1 liter of hot ligroin. The residue of the ligroin phase is distilled. The product -- although being pure according to gas chromatography -- distills in a wide boiling range: b.p.0,1 130°-165°C. Yield: 105 g. It crystallizes when allowed to stand. M.P. 72°-73°C (from petroleum ether).

Provenance & Evidence