Potassium Hydroxide → 10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one

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Reaction Steps

9 g of potassium hydroxide are added to a solution of 17.5 g of 9-bromo-9,10-dihydro-10-methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one in 400 cc of methanol, and the solution is boiled at reflux for 6 hours. After cooling to 0°-5°, the precipitated crystalline material is filtered off and recrystallized from methanol. The pure 10-methoxy-4H-benzo[4,5] cyclohepta[1,2-b]thiophen-4-one, having a M.P. of 164°-166°, is obtained in this manner. Microanalysis agrees with the formula C14H10O2S. The structure was ascertained with the nuclear magnetic resonance and mass spectrograph spectra.

Provenance & Evidence