Ethanol → 2-Trifluoromethyl-10,11-dihydrodibenzo[b,f]thiepin-9-carboxylic acid

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Reaction Steps

To 1 g of potassium hydroxide dissolved in 1 ml of water and 1 ml of ethanol was added 106 mg of 2-trifluoromethyl-9-cyano-10,11-dihydrodibenzo[b,f]thiepin and the resulting mixture was refluxed for 24 hrs. After cooling, to this was added 4% sodium hydroxide solution and ether. After shaking, the aqueous layer was separated, acidified by adding conc. hydrochloric acid and extracted with chloroform. Extract was washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 87 mg (77.3% of yield) of the desired product as colorless powder. This was recrystallized from the mixed solvent of benzene and n-hexane to afford 2-trifluoromethyl-10,11-dihydrodibenzo[b,f]thiepin-9-carboxylic acid having a melting point of 178.5° to 179.5° C. as colorless crystals.

Provenance & Evidence