Acetic Acid → HCID 12888750, compound

Participants

Reaction Steps

A solution of 8.23 g (0.025 mole) of 2-[[6-[(2-propenyloxy)methyl]-1,4-dioxan-2-yl]methoxy]-N,N-dipropylacetamide in 350 ml of dry acetone is stirred at -20°, treated with 12.0 ml (0.12 mole) of piperidine and 9.53 g of potassium permanganate (0.06 mole). The mixture is stirred for 30 minutes, and treated below -20° with 2 ml of acetic acid in 25 ml of acetone. After 4 hours at -20°, 250 ml of chloroform is added (-20°), followed by careful addition of 30 ml of concentrated hydrochloric acid in 150 ml of water and 14 g of sodium bisulfite in 100 ml of water. Extraction with chloroform, evaporation and vacuum distillation of the resulting yellow oil, yields 4.3 g (54%), b.p. 131°-135° @ 0.1 mm, of the above compound.

Provenance & Evidence