Thioanisole → HCID 19347976, compound

Participants

Reaction Steps

Trifluoroacetic acid (50 ml) was added to a stirred mixture of ethyl 6-(benzyloxy)-3-(phenylsulfinyl)benzo[b]thiophene-2-carboxylate (Example 31, 4.9 g, 11.2 mmol) and methyl phenyl sulfide (5.2 ml, 45 mmol) at ambient temperature under a nitrogen atmosphere. After 20 hours the solvents were removed under reduced pressure, and the residue was azeotroped using toluene. The residue was flash chromatographed on silica gel using 2% ethanol in dichloromethane as eluant. The isolated product was crystallised from diisopropyl ether to give the title compound as a colourless solid (3.05 g).

Provenance & Evidence