Diethyl Ether → HCID 54099087, compound

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Reaction Steps

To a stirred slurry of 18.1 g. lithium aluminum hydride in 460 ml. ether is added dropwise a solution of 61.3 g. 12-(2-thienyl)-11-dodecenoic acid in 140 ml. ether at a rate such that gentle reflux is maintained. After four additional hours at reflux, the solution is cooled in ice and treated sequentially with 18.1 ml. water, 18.1 ml. 15% sodium hydroxide, solution and 54.3 ml. water. The precipitate is filtered and washed several times with ether. The combined ether fractions are washed with brine, dried, and evaporated. Distillation of the residual yields 12-(2-thienyl)-11-dodecenol as a semicrystalline mass.

Provenance & Evidence