3,4-dihydro-2H-pyran → HCID 14405876, compound

Participants

Reaction Steps

12-Hydroxydodecanoic acid (2.16 g, 10.0 mmol) was suspended in 20mL of dry THF. After the addition of 1.39g (16.5 mmol) of dihydropyran, the solution was stirred for 10 min. at room temperature. Twenty mg (0.105 mmol) of crystalline p-toluenesulfonic acid monohydrate was then added. The mixture became clear immediately, and was stirred for an additional 2 hours at room temperature. Evaporation of solvent under reduced pressure afforded a crude product which was purified by flash chromatography (CHCl3) to yield 2.40 g (80%) of 12-(tetrahydropyranyloxy)dodecanoic acid as a colorless oil.

Provenance & Evidence