In hope of antihypertensive activity, 2-(2-tetrahydrothienyl)-3-hydroxy-5, 5-dimethyl-2-cyclohexen-1-one (3) was synthesized by the routes of either (A) on heating a mixture of dimedone (7) and 2-chlorotetrahydrothiophene or (B) by the coupling of 7 with 2, 3-dihydrothiophene (9) in the presence of acid. Several related compounds were also prepared.