Water → HCID 20389879, compound

Participants

Reaction Steps

24.8 g (0.1 mole) of 4,5-dihydro-5-methyl-benzo[f]thieno [2,3-b]thiepin-4-ol in 600 ml of benzene is boiled, with the addition of 0.57 g (0.03 mole) of p-toluenesulphonic acid hydrate, for one hour on a water separator. The solution is thereupon cooled to 20°, extracted by shaking with 2 N sodium bicarbonate solution, dried over sodium sulphate and concentrated in vacuo. The oily residue is chromatographed on a silica-gel column (300 g of silica gel, particle size 0.063-0.2 mm) with the use of cyclohexane as the eluant. Recrystallisation of the eluted substance from pentane yields 5-methyl-benzo[f]thieno[2,3-b]thiepin, m.p. 70°-71°.

Provenance & Evidence