Water → HCID 20253976, compound

Participants

Reaction Steps

To a stirred solution of 14.59 g of potassium hydroxide, 15 ml of water, and 60 ml of 95% ethanol was added a solution of 8.68 g of 4-[4-(2-carbomethoxy-3-thienylmethoxy)phenyl]pentanol and 30 ml of 95% ethanol. The stirred solution was heated under reflux for five hours, allowed to stand overnight at ambient temperature, and concentrated. The residue was diluted with 500 ml of water, and the solution was acidified with concentrated hydrochloric acid. An oil separated. The mixture was extracted with ether (2×250 ml) and the combined organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. A solution of the residue and toluene was filtered through anhydrous sodium sulfate and the filtrate was concentrated to afford 6.89 g (82.7%) of product as an oil, dried at 60° C. in vacuo.

Provenance & Evidence