851. ------. [GRESHAM, W. F.] (E. I. du Pont de Nemours & Co.). Ether Esters. United States Patent 2,449,471, Sept. 14, 1948. Chem. Abs., vol. 43, 1949, p. 1055.

Patent Abstracts

Ketenes and ortho aliphatic carboxylic acid esters react to form dialkoxy monocarboxylic acid esters of the formula (RO)₂CR₃CXYCO₂R, where R is alkyl or aryl and R’, X, and Y are H, alkyl, or aryl. The ketene is passed into the ortho ester at -80º to 150º, using an acid or Friedel-Crafts-type catalyst. Thus, ketene is bubbled 1.5 hr. into 33.2 gm. HC(OEt)₃ and 0.9 gm. BF₃ with stirring at 0ºº, 2 gm. NaHCO₃ added, the mixture filtered and the filtrate distilled from 1 gm. NaHCO₃, giving 21.9 gm. Et β. β-diethoxy-proprionate, b_1.558.5º. n²⁵_D1.4088.