Sulfuric Acid → HCID 12832515, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(6,6a,7,8,9,10,10a,11-octahydro-11-oxodibenzo[b,e]thiepin-3-yl)propionic acid (2.0 g) in allyl alcohol (20 ml) was added concentrated sulfuric acid (1 ml) and the mixture was heated under reflux for one hour in an oil bath maintained at 110° C. The reaction mixture was diluted with water and extracted with toluene. The toluene layers were washed with water, dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure. The residue was chromatographed on silica gel, using toluene as an eluent, to give the title compound (1.2 g) as an oil. IR νmaxfilm cm-1 : 1720, 1670 (C=O). HRMS m/e: 344.1415 (Molecular weight calculated for C20H24O3S: 344.1445).

Provenance & Evidence